When Three AI Tools Missed Three SCOTUS Decisions: A Technical Post-Mortem
A roadmap to build explainable legal AI using Virtuoso, MyScaleDB, PostgreSQL, and Phi-4.
Context: This article follows Why Current Legal AI Fails (in French) and From Retrieval to Reasoning: Rebuilding the Grammar of Legal Intelligence, which detailed the philosophical failures. This is the technical implementation.
Law isn't a pile of documents—it's a living web of meaning. A jurist doesn't ask "where does this word appear?" but "what principle connects this case to that statute?"
In previous work, I've argued that legal AI tools often reproduce bias, opacity, and epistemic shortcuts—automating the appearance of reasoning without its substance. This article is different. It's the implementation blueprint—the bridge between legal philosophy and backend engineering. Here’s how to build an AI-assisted search engine that not only ranks results — but explains why they matter.
Because justice doesn't need faster queries—it needs traceable reasoning.
I. The Day Legal AI Missed the Supreme Court
November 2024. I had a personal legal matter to prepare.
I opened three legal AI tools—the ones that promise "augmented search," "predictive analytics," "semantic intelligence." I entered my question. All three returned dozens of results, neatly formatted, with confidence scores hovering near 90%.
Four hours later, after exhausting Google Scholar and legal databases, I found three Supreme Court decisions.
Not district court rulings.
Not even Circuit Court opinions.
Supreme Court of the United States.
The decisions that settle the law.
The precedents that bind every court in the country.
The rulings no AI tool should ever miss.
None of the three tools found them.
This isn't a bug. It's epistemic collapse.
Imagine the equivalent in other domains:
- A drug interaction checker that misses FDA black box warnings
- A financial compliance tool that ignores SEC enforcement actions
- A code security scanner that skips CVEs in the NIST database
We wouldn't call that "incomplete results." We'd call it systemic failure.
Yet in legal tech, we've normalized this failure. We've even marketed it as a feature: "Thousands of results in seconds!"
But what good is speed if the compass points south?
Three decisions. Three modes of invisibility.
Why were these Supreme Court decisions—the most authoritative sources in US law—invisible?
Decision 1: The illusion of synonymy
The problem: The Court used terminology from an international treaty to refer to a constitutional principle. Same legal concept, different wording.
Why it was missed: Semantic embeddings treat law like natural language. They calculate "proximity" between terms. But in law, there are no synonyms—only hidden identities beneath different formulations. "Best interest" and "paramount consideration" aren't "close"—they're the exact same legal standard (UN Convention on the Rights of the Child → 14th Amendment doctrine).
What this reveals: RAG systems confuse syntactic similarity with conceptual identity.
Decision 2: Temporal amnesia
The problem: The decision cited a statutory provision in a version that had been amended by Congress since then.
Why it was missed: Vector databases have no notion of version or identity through time. When you search for "42 U.S.C. § 1983," you get either the current version or nothing. But a 2019 decision citing the 2016 version remains relevant in 2024—because it interprets the underlying principle, not the letter.
What this reveals: Law evolves through time, but embeddings are frozen in the moment.
Decision 3: The authority gap
The problem: This decision affirmed without opinion—it didn't create new doctrine, just validated the lower court's reasoning.
Why it was missed: Legal ranking algorithms (PageRank-style) score cases by citation count. A summary affirmance is perceived as a "non-event" algorithmically: no new doctrine, rarely cited, therefore unimportant.
But legally, a Supreme Court affirmance has the same precedential weight as a full opinion. When SCOTUS says "we affirm," it validates the reasoning below. That validation is the law.
What this reveals: Systems confuse popularity with authority.
The real problem: law isn't a corpus
These three failures aren't bugs. They're symptoms of a fundamental architectural error.
Current tools treat law as a retrieval problem:
- Index lots of documents
- Calculate their semantic proximity to the query
- Return the closest matches
But law doesn't work that way. Law is a reasoning system:
- A decision matters not for its words, but for the principle it establishes
- A statute matters not in isolation, but through its relationship to other statutes
- A precedent matters not by its popularity, but by its position in the hierarchy
Law is a graph of meaning, not a pile of text.
And as long as we treat it as text, we'll miss Supreme Court cases.
What follows: the system I had to build
This article isn't a critique.
It's the blueprint of the system I built to never miss a Supreme Court case again.
A system where:
- Virtuoso models legal structure—hierarchy of norms, text versions, conceptual identities
- MyScaleDB captures semantic proximity—but constrained by legal ontology, not natural language
- PostgreSQL traces every inference—so a judge can audit the reasoning
- Phi-4 extracts principles—not just keywords
Not to replace the lawyer.
But so they don't lose four hours finding what should have been the first result.
Because in my case, it was a personal matter.
But for a lawyer who misses an appeal deadline because a tool forgot a Supreme Court case?
That's not a bug. That's malpractice, AI-assisted.
II. Why Legal AI Misses the Supreme Court
Three architectural blind spots in commercial legal AI
These failures aren't anecdotal. They reveal three structural flaws present in every legal AI tool I tested.
1. Lexical frequency bias
RAG systems rely on embedding models trained on general-purpose text. When you ask for "best interest of the child," they search for documents containing those words or their "semantic neighbors."
The problem? In law, concepts are not word clusters.
# What the embedding calculates:
semantic_distance("best interest", "paramount consideration")
→ 0.27 # "Moderately close"
# What a lawyer knows:
are_legally_identical("best interest", "paramount consideration")
→ True # Art. 3 UNCRC = Constitutional standard
A decision can be perfectly relevant while being linguistically "distant". Embeddings don't capture legal equivalences—they calculate statistical averages over text corpora.
Result: A Supreme Court case using treaty language to describe a constitutional principle becomes invisible.
2. Temporal amnesia of vectors
Vector databases treat each version of a text as an independent document. They have no notion of identity through time.
-- What a vector system stores:
Document_1: "42 U.S.C. § 1983 (2016 version): Civil action for deprivation..."
→ embedding_A
Document_2: "42 U.S.C. § 1983 (2022 version): Civil action for deprivation..."
→ embedding_B
-- Problem: embedding_A ≠ embedding_B
-- So a search for "section 1983" only finds the current version
But legally, a case citing a repealed statute remains relevant if it interprets the underlying principle. A 2019 decision citing the 2016 version of a statute can be THE reference in 2024—even if the text was amended.
Vector systems don't know this. They treat each version as an isolated entity.
Result: Once a statute is amended, all prior case law becomes partially invisible.
3. Confusing legal authority with citation authority
Legal ranking algorithms use PageRank-style metrics: a document is important if it's cited often.
# Typical legal search engine scoring:
score(case) = (citation_count × 0.4) +
(court_level × 0.3) +
(semantic_relevance × 0.3)
# Problem for a summary affirmance:
citation_count → Low (no "new" doctrine)
court_level → Maximum (Supreme Court)
semantic_relevance → Variable
# Final score → Medium or low
But a summary affirmance has the same precedential weight as a full opinion. When SCOTUS says "we affirm," it validates the lower court's reasoning. That validation is precedent.
Algorithms only see a "non-event": no reversal, no new principle, therefore unimportant.
Result: The most authoritative cases can be the least visible.
Why this is even harder in Common Law
In civil law systems (France, Germany, Japan), the structure is relatively clean:
- Statutes are the primary source
- Case law interprets statutes
- Higher courts bind lower courts
In common law, it's messier:
1. No single "code"—the law is scattered across thousands of cases
2. Implicit overruling—a case can invalidate precedent without saying so
3. Circuit splits—two appellate courts can say opposite things (both binding in their circuits)
4. Dissenting opinions—a minority view can become majority law decades later
These complications make the graph exponentially more complex.
An AI that misses a Supreme Court case? Malpractice-grade negligence.
An AI that misses a circuit split? You just lost the appeal.
The real cost of these blind spots
These flaws aren't theoretical. They have direct consequences:
- For lawyers: Time lost, arguments missed, risk of sanctions for incomplete research
- For litigants: Decisions made on incomplete legal foundations
- For trust: If AI misses Supreme Court cases, what else is it missing?
And the worst part? These tools never signal their limitations. They return results with high confidence scores, without mentioning they may have missed the most important case.
In medicine, this is called a false negative. In law, it's called failure to research.
When retrieval failures kill
Imagine a doctor searching for a drug in the Physicians' Desk Reference. The system returns 47 results—but misses the one that saves the patient because it ranked by popularity, didn't recognize a generic name, or ignored a critical reformulation.
The patient dies. Not from lack of knowledge. From a search failure.
In law, the stakes are identical.
A missed Supreme Court case doesn't just lose an argument.
It can mean a child placed with an abusive parent.
An innocent person imprisoned.
A refugee deported to danger.
When legal search fails, people die.
III. Rethinking Legal Search as a Graph Problem
Law as a formal system
To solve these three blind spots, we need to stop treating law as a document corpus.
Law is a formal system with:
- An ontology: legal concepts have stable identities
- A temporality: texts evolve but principles persist
- A hierarchy: authority isn't measured in citations
What we need is an architecture that models these three dimensions:
Virtuoso for reasoning graph → captures ontology and hierarchy
MyScaleDB for semantic proximity → constrained by legal ontology, not natural language
PostgreSQL for traceability → every inference is audited
Phi-4 for extraction → identifies principles, not keywords
Why a graph?
A case doesn't exist in isolation. It exists through its relationships:
- applies a statute
- distinguishes a precedent
- overrules an earlier case
- creates a new test
These relationships form a directed acyclic graph (mostly—circular references do exist, that's another article).
Example: Finding all cases that apply the Chevron doctrine (before Loper Bright overruled it):
SELECT ?case ?year WHERE {
?case law:applies law:ChevronDoctrine ;
law:decidedYear ?year .
FILTER(?year < 2024)
}
ORDER BY ?year
This query is impossible in a pure vector database. It requires structural reasoning.
The three dimensions to model
1. Structure (graph database)
- Hierarchy: SCOTUS > Circuit > District
- Relations: applies, distinguishes, overrules
- Temporality: version control for statutes
2. Semantics (vector database)
- Conceptual proximity between cases
- Guided by ontology, not raw language
- Example: "qualified immunity" ≈ "good faith defense"
3. Traceability (relational database)
- Every query logged
- Every inference explained
- Every result auditable
No single database can do all three. That's why we need three databases.
To make reasoning computable again, we first need to visualize how information flows — from legal text to structured meaning.
IV. Architecture: Three Databases, One Reason
Overview: Why not one database?
The instinct is to pick one technology and make it work. PostgreSQL with extensions? Neo4j with vector plugins? Just throw everything into Elasticsearch?
I tried all three. Here's why they failed:
PostgreSQL + pg_vector
✅ Great for structured data and ACID compliance
❌ Vector search on 500k+ documents: too slow (>2s per query even with HNSW indexes)
❌ No native graph traversal (ltree extension is a hack, not a solution)
Neo4j + vector plugin
✅ Excellent graph traversal
❌ Vector search is bolted-on, not native (uses external index)
❌ Cypher can't express legal reasoning patterns without 10+ lines of code
❌ Licensing costs explode at scale
Elasticsearch + graph plugin
✅ Fast full-text search
❌ "Graph" support is breadth-first traversal, not logical inference
❌ Can't model "Article 1983 (2016 version) IS_SAME_AS Article 1983 (2022 version)"
The realization: Legal reasoning requires three different computational models:
- Logical inference (ontology, rules) → graph database with reasoning engine
- Semantic similarity (vector proximity) → specialized vector database
- Audit trail (transactions, logs) → relational database
No single tool does all three well. So I used three tools.
Component 1: Virtuoso — The Reasoning Engine
Why Virtuoso over Neo4j/GraphDB/Neptune?
Virtuoso is an RDF triple store with a built-in OWL reasoner. This matters because:
1. SPARQL > Cypher for legal queries
Compare finding all cases that apply the same principle, across different wording:
// Neo4j (Cypher) - can't do inference
MATCH (c:Case)-[:APPLIES]->(p:Principle {name: "Best Interest"})
RETURN c
// Misses cases that use "Paramount Consideration"
# Virtuoso (SPARQL) - inference built-in
PREFIX law: <http://legal.example/ontology#>
# Define equivalence ONCE
law:BestInterest owl:sameAs law:ParamountConsideration .
# Query automatically finds both
SELECT ?case WHERE {
?case law:appliesPrinciple law:BestInterest .
}
# Finds cases using EITHER term via OWL reasoning
2. Temporal versioning via named graphs
Legal texts evolve. Virtuoso handles this natively:
# Each version lives in its own graph
GRAPH law:USC_1983_v2016 {
law:Section1983
law:text "Every person who, under color of any statute..." ;
law:validFrom "1871-04-20"^^xsd:date ;
law:validUntil "2016-03-15"^^xsd:date .
}
GRAPH law:USC_1983_v2017 {
law:Section1983
law:text "Every person who, under color of any statute..." ;
law:validFrom "2016-03-16"^^xsd:date .
}
# Query for cases citing the 2016 version
SELECT ?case WHERE {
GRAPH law:USC_1983_v2016 {
?case law:cites law:Section1983 .
}
}
This is impossible in Neo4j without building your own versioning system.
3. Hierarchical reasoning
# Define hierarchy ONCE
law:DistrictCourt rdfs:subClassOf law:FederalCourt .
law:CircuitCourt rdfs:subClassOf law:FederalCourt .
law:SupremeCourt rdfs:subClassOf law:FederalCourt .
# Query automatically traverses hierarchy
SELECT ?case WHERE {
?case law:decidedBy ?court .
?court rdfs:subClassOf* law:FederalCourt .
FILTER(?case law:year > 2020)
}
# Finds all federal cases since 2020, regardless of level
What I rejected:
- Neo4j: No reasoning engine, licensing costs
- Amazon Neptune: Vendor lock-in, cold starts
- GraphDB: Good, but Virtuoso is faster for SPARQL (their own benchmarks)
Setup:
# Virtuoso 7.2.11 (open source)
docker run -d \
-p 8890:8890 \
-v /data/virtuoso:/database \
openlink/virtuoso-opensource-7
Component 2: MyScaleDB — The Semantic Layer
Why MyScaleDB over Pinecone/Qdrant/Weaviate?
MyScaleDB is ClickHouse with native vector search. Three reasons I picked it:
1. SQL + vectors in the same query
-- Hybrid search: semantic + filters
SELECT
case_id,
case_text,
court,
decided_date,
L2Distance(embedding, {query_vector}) AS similarity
FROM legal_cases
WHERE court IN ('Supreme Court', '9th Circuit')
AND decided_date > '2020-01-01'
AND area_of_law = 'civil_rights'
ORDER BY similarity ASC
LIMIT 10;
With Pinecone or Qdrant, you'd need:
- Vector search → get IDs
- Fetch metadata from another database
- Filter in application code
- Re-rank
MyScaleDB does it in one query.
2. MSTG index (faster than HNSW for legal docs)
MSTG (Multi-Scale Tree Graph) outperforms HNSW on high-dimensional vectors (768+ dims) with 100k+ documents. From their published benchmarks:
- 384-dim vectors (my use case): MSTG is 2.1x faster than HNSW at 95% recall
- 768-dim vectors: MSTG is 3.4x faster
3. Built on ClickHouse = horizontal scaling
Legal databases grow. ClickHouse's distributed architecture means I can shard by jurisdiction:
-- Shard 1: Federal cases
-- Shard 2: State cases (CA, NY, TX)
-- Shard 3: State cases (rest)
-- Query runs in parallel across shards
SELECT * FROM legal_cases_distributed
WHERE ...
What I rejected:
- Pinecone: Proprietary, expensive, no SQL
- Qdrant: Good, but no SQL integration
- pgvector: Too slow at scale (tested on 500k docs)
Setup:
# MyScaleDB (ClickHouse-based)
docker run -d \
-p 9000:9000 \
-v /data/myscale:/var/lib/clickhouse \
myscale/myscaledb:latest
Component 3: PostgreSQL — The Audit Layer
PostgreSQL does three critical things the other databases can't:
1. Transaction guarantees
When a user queries the system, I need to log:
- What they searched
- What the system inferred
- What results were returned
- Whether a human validated the results
This needs ACID compliance. Virtuoso and MyScale don't guarantee this.
CREATE TABLE query_audit (
id SERIAL PRIMARY KEY,
user_id UUID NOT NULL,
query_text TEXT NOT NULL,
timestamp TIMESTAMPTZ DEFAULT NOW(),
-- What the system did
virtuoso_queries JSONB, -- SPARQL queries executed
myscale_query JSONB, -- Vector search params
-- What the system returned
result_case_ids TEXT[],
result_count INT,
-- Human validation
validated_by UUID,
validated_at TIMESTAMPTZ,
validation_notes TEXT
);
2. Constraint enforcement
Legal data has invariants:
- A case can't be decided before it was filed
- A statute can't cite a case that doesn't exist
- A Supreme Court case can't "apply" a District Court case
PostgreSQL enforces these:
CREATE TABLE cases (
id TEXT PRIMARY KEY,
court_level INT CHECK (court_level IN (1,2,3)), -- District, Circuit, SCOTUS
filed_date DATE NOT NULL,
decided_date DATE NOT NULL,
CHECK (decided_date >= filed_date)
);
CREATE TABLE citations (
citing_case TEXT REFERENCES cases(id),
cited_case TEXT REFERENCES cases(id),
-- Hierarchical constraint: can't cite upward
CHECK (
(SELECT court_level FROM cases WHERE id = citing_case) <=
(SELECT court_level FROM cases WHERE id = cited_case)
)
);
Virtuoso and MyScale have no equivalent.
3. Materialized views for pre-computed stats
-- Pre-compute case importance scores
CREATE MATERIALIZED VIEW case_authority AS
SELECT
c.id,
c.court_level * 100 + -- Base authority
COUNT(DISTINCT cit.citing_case) * 10 + -- Citation count
CASE
WHEN c.disposition = 'reversed' THEN 50
WHEN c.disposition = 'affirmed' THEN 30
ELSE 0
END AS authority_score
FROM cases c
LEFT JOIN citations cit ON cit.cited_case = c.id
GROUP BY c.id;
-- Refresh daily
REFRESH MATERIALIZED VIEW case_authority;
Setup:
# PostgreSQL 16
docker run -d \
-p 5432:5432 \
-e POSTGRES_PASSWORD=... \
-v /data/postgres:/var/lib/postgresql/data \
postgres:16
The Data Flow
User Query: "qualified immunity for police officers"
↓
FastAPI orchestrator
↓
├─→ MyScaleDB: vector search
│ → Returns 20 semantically similar cases
│
├─→ Virtuoso: graph enrichment
│ → For each case, find:
│ • Applied statutes
│ • Cited precedents
│ • Hierarchical position
│
├─→ PostgreSQL: authority scoring
│ → Look up pre-computed authority scores
│ → Merge with semantic + graph results
│
└─→ PostgreSQL: log everything
→ User ID, query, results, timestamp
Final result: 10 cases, ranked by hybrid score, with full provenance
Why three databases instead of one?
Because legal reasoning has three distinct computational requirements:
| Requirement | Best Tool | Why |
|---|---|---|
| Logical inference | Virtuoso | OWL reasoner, SPARQL |
| Semantic search | MyScaleDB | MSTG index, SQL integration |
| Audit trail | PostgreSQL | ACID, constraints, views |
Forcing one tool to do all three means:
- Virtuoso doing vectors → slow
- MyScale doing transactions → unreliable
- PostgreSQL doing graphs → hacky
The Unix philosophy applies to databases: Do one thing well, then compose.
V. Implementation: The Four Layers
Layer 1: Ingestion and Extraction
Legal documents arrive as PDFs, often scanned. The pipeline needs to:
- Extract text (OCR if necessary)
- Anonymize PII (GDPR/privacy compliance)
- Extract legal entities (statutes, courts, dates)
- Generate embeddings
Dependencies:
pip install spacy presidio-analyzer presidio-anonymizer \
sentence-transformers pytesseract pypdf
python -m spacy download en_core_web_trf # Transformer-based NER
Code:
import spacy
from presidio_analyzer import AnalyzerEngine
from presidio_anonymizer import AnonymizerEngine
from sentence_transformers import SentenceTransformer
import pytesseract
from pdf2image import convert_from_path
from pypdf import PdfReader
nlp = spacy.load("en_core_web_trf")
analyzer = AnalyzerEngine()
anonymizer = AnonymizerEngine()
embedding_model = SentenceTransformer('sentence-transformers/all-MiniLM-L6-v2')
def extract_text_from_pdf(pdf_path):
"""Extract text from PDF, with OCR fallback for scanned docs."""
try:
# Try direct text extraction first
reader = PdfReader(pdf_path)
text = "\n".join([page.extract_text() for page in reader.pages])
# If extraction yields too little text, it's probably scanned
if len(text.strip()) < 100:
raise ValueError("Minimal text extracted, falling back to OCR")
return text
except:
# OCR fallback for scanned PDFs
images = convert_from_path(pdf_path)
text = "\n".join([pytesseract.image_to_string(img) for img in images])
return text
def anonymize_text(text):
"""Remove PII before indexing."""
results = analyzer.analyze(
text=text,
language='en',
entities=["PERSON", "LOCATION", "PHONE_NUMBER", "EMAIL_ADDRESS"]
)
anonymized = anonymizer.anonymize(text=text, analyzer_results=results)
return anonymized.text
def extract_legal_entities(text):
"""Extract courts, statutes, dates using spaCy + custom rules."""
doc = nlp(text)
entities = {
'courts': [],
'statutes': [],
'dates': []
}
for ent in doc.ents:
if ent.label_ == "ORG" and any(term in ent.text.lower()
for term in ["court", "circuit", "district"]):
entities['courts'].append(ent.text)
elif ent.label_ == "DATE":
entities['dates'].append(ent.text)
# Custom regex for US statutes (e.g., "42 U.S.C. § 1983")
import re
statute_pattern = r'\d+\s+U\.S\.C\.\s+§\s+\d+'
entities['statutes'] = re.findall(statute_pattern, text)
return entities
def ingest_case(pdf_path, case_id, metadata):
"""Full ingestion pipeline."""
# Extract text
raw_text = extract_text_from_pdf(pdf_path)
# Anonymize
clean_text = anonymize_text(raw_text)
# Extract entities
entities = extract_legal_entities(clean_text)
# Generate embedding
embedding = embedding_model.encode(clean_text, normalize_embeddings=True)
return {
'case_id': case_id,
'text': clean_text,
'embedding': embedding.tolist(),
'entities': entities,
'metadata': metadata
}
Why these choices:
- spaCy transformer model: 92% accuracy on legal entity recognition
- Presidio: Microsoft's open-source PII tool, GDPR-compliant
- all-MiniLM-L6-v2: 384-dim embeddings, good balance of speed/quality
What I rejected:
- Custom NER training: not enough labeled legal data
- GPT-4 for extraction: too expensive, too slow
- Larger embedding models (768+ dims): marginal quality gain, 2x storage cost
Layer 2: Graph Construction with Virtuoso
Ontology definition (one-time setup):
@prefix law: <http://legal.example/ontology#> .
@prefix owl: <http://www.w3.org/2002/07/owl#> .
@prefix rdfs: <http://www.w3.org/2000/01/rdf-schema#> .
# Court hierarchy
law:DistrictCourt rdfs:subClassOf law:FederalCourt .
law:CircuitCourt rdfs:subClassOf law:FederalCourt .
law:SupremeCourt rdfs:subClassOf law:FederalCourt .
# Conceptual equivalences
law:BestInterest owl:sameAs law:ParamountConsideration .
law:QualifiedImmunity owl:sameAs law:GoodFaithDefense .
# Temporal properties
law:validFrom a owl:DatatypeProperty ;
rdfs:domain law:Statute ;
rdfs:range xsd:date .
law:validUntil a owl:DatatypeProperty ;
rdfs:domain law:Statute ;
rdfs:range xsd:date .
Inserting a case:
from SPARQLWrapper import SPARQLWrapper, POST, DIGEST
def insert_case_into_virtuoso(case_data):
"""Insert case into Virtuoso RDF store."""
sparql = SPARQLWrapper("http://localhost:8890/sparql-auth")
sparql.setHTTPAuth(DIGEST)
sparql.setCredentials("dba", "dba")
sparql.setMethod(POST)
# Build RDF triples
case_id = case_data['case_id']
court = case_data['metadata']['court']
decided_date = case_data['metadata']['decided_date']
insert_query = f"""
PREFIX law: <http://legal.example/ontology#>
PREFIX xsd: <http://www.w3.org/2001/XMLSchema#>
INSERT DATA {{
law:{case_id} a law:Case ;
law:decidedBy law:{court.replace(' ', '_')} ;
law:decidedDate "{decided_date}"^^xsd:date ;
law:text "{case_data['text'][:500]}" .
"""
# Add statute citations
for statute in case_data['entities']['statutes']:
statute_id = statute.replace(' ', '_').replace('.', '_').replace('§', 'Section')
insert_query += f"\n law:{case_id} law:cites law:{statute_id} ."
insert_query += "\n}"
sparql.setQuery(insert_query)
sparql.query()
def query_related_cases(statute_id, min_date):
"""Find all cases citing a statute after a date."""
sparql = SPARQLWrapper("http://localhost:8890/sparql")
query = f"""
PREFIX law: <http://legal.example/ontology#>
SELECT ?case ?court ?date WHERE {{
?case law:cites law:{statute_id} ;
law:decidedBy ?court_node ;
law:decidedDate ?date .
?court_node rdfs:label ?court .
FILTER(?date >= "{min_date}"^^xsd:date)
}}
ORDER BY DESC(?date)
LIMIT 20
"""
sparql.setQuery(query)
sparql.setReturnFormat('json')
results = sparql.query().convert()
return results['results']['bindings']
Temporal versioning example:
def insert_statute_version(statute_id, version_date, text):
"""Insert a specific version of a statute into a named graph."""
graph_name = f"law:{statute_id}_v{version_date.replace('-', '')}"
insert_query = f"""
PREFIX law: <http://legal.example/ontology#>
INSERT DATA {{
GRAPH {graph_name} {{
law:{statute_id} a law:Statute ;
law:text "{text}" ;
law:validFrom "{version_date}"^^xsd:date .
}}
}}
"""
# Execute via SPARQLWrapper...
def find_cases_citing_version(statute_id, query_date):
"""Find cases that cited a statute, using the version active at query_date."""
query = f"""
PREFIX law: <http://legal.example/ontology#>
SELECT ?case ?graph WHERE {{
GRAPH ?graph {{
law:{statute_id} law:validFrom ?from ;
law:validUntil ?until .
FILTER(?from <= "{query_date}"^^xsd:date && ?until >= "{query_date}"^^xsd:date)
}}
?case law:cites law:{statute_id} .
}}
"""
# Execute...
Why this works: Named graphs give each statute version its own namespace. Cases link to the statute ID, and SPARQL filters select the correct version based on date.
Layer 3: Semantic Search with MyScaleDB
Table setup:
CREATE TABLE legal_cases (
case_id String,
case_text String,
court String,
decided_date Date,
area_of_law String,
embedding Array(Float32),
CONSTRAINT embedding_length CHECK length(embedding) = 384,
INDEX vec_idx embedding TYPE MSTG
) ENGINE = MergeTree()
ORDER BY decided_date;
Indexing:
import clickhouse_connect
def index_case_in_myscale(case_data):
"""Insert case into MyScaleDB."""
client = clickhouse_connect.get_client(
host='localhost',
port=9000,
username='default',
password=''
)
client.insert(
'legal_cases',
[[
case_data['case_id'],
case_data['text'],
case_data['metadata']['court'],
case_data['metadata']['decided_date'],
case_data['metadata']['area_of_law'],
case_data['embedding']
]],
column_names=['case_id', 'case_text', 'court', 'decided_date',
'area_of_law', 'embedding']
)
Hybrid search (semantic + filters):
def hybrid_search(query_text, filters=None):
"""Search cases by semantic similarity + metadata filters."""
client = clickhouse_connect.get_client(host='localhost', port=9000)
# Generate query embedding
query_embedding = embedding_model.encode(query_text, normalize_embeddings=True)
# Build SQL query
sql = """
SELECT
case_id,
case_text,
court,
decided_date,
area_of_law,
L2Distance(embedding, {embedding:Array(Float32)}) AS distance
FROM legal_cases
WHERE 1=1
"""
params = {'embedding': query_embedding.tolist()}
if filters:
if 'courts' in filters:
court_list = "', '".join(filters['courts'])
sql += f" AND court IN ('{court_list}')"
if 'date_from' in filters:
sql += f" AND decided_date >= '{filters['date_from']}'"
if 'area_of_law' in filters:
sql += f" AND area_of_law = '{filters['area_of_law']}'"
sql += " ORDER BY distance ASC LIMIT 20"
result = client.query(sql, parameters=params)
return [
{
'case_id': row[0],
'case_text': row[1][:500], # Truncate for display
'court': row[2],
'decided_date': row[3],
'area_of_law': row[4],
'similarity_score': 1 / (1 + row[5]) # Convert distance to similarity
}
for row in result.result_rows
]
Why MyScaleDB shines here: The SQL + vector integration means I can filter BEFORE computing distances, which is faster than retrieving everything then filtering in Python.
Layer 4: Orchestration with Phi-4
Phi-4 for legal reasoning extraction:
from openai import OpenAI
# Using local Phi-4 via vLLM or Ollama
client = OpenAI(
base_url="http://localhost:8000/v1", # vLLM server
api_key="not-needed"
)
def extract_reasoning_with_phi4(case_text):
"""Extract structured legal reasoning from case text."""
prompt = f"""You are a legal analysis assistant. Extract the following from this case opinion:
1. **Statutes Applied**: List all statutes or constitutional provisions applied (with exact citations)
2. **Legal Standard**: What test or standard did the court apply?
3. **Holding**: What did the court decide?
4. **Key Facts**: What facts were determinative?
Return ONLY valid JSON with these keys: statutes_applied, legal_standard, holding, key_facts.
Case text:
{case_text[:3000]}
JSON:"""
response = client.chat.completions.create(
model="phi-4",
messages=[{"role": "user", "content": prompt}],
temperature=0.1,
max_tokens=800
)
try:
import json
return json.loads(response.choices[0].message.content)
except json.JSONDecodeError:
# Phi-4 sometimes adds preamble, strip it
content = response.choices[0].message.content
json_start = content.find('{')
json_end = content.rfind('}') + 1
return json.loads(content[json_start:json_end])
Why Phi-4:
- Cost: Free if self-hosted (14B params, runs on RTX 4090/5090)
- Quality: Microsoft's benchmarks show 85%+ accuracy on reasoning tasks
- Speed: ~40 tokens/sec on consumer GPU (BF16)
What I rejected:
- GPT-4: Too expensive per extraction
- Claude Sonnet: Similar cost, API rate limits
- Llama 3.1 70B: Too large, slower, marginal quality gain
Full Query Orchestration
import psycopg2
def search_legal_cases(query, filters=None):
"""
Full search pipeline:
1. Semantic search (MyScaleDB)
2. Graph enrichment (Virtuoso)
3. Authority scoring (PostgreSQL)
4. Reasoning extraction (Phi-4)
5. Audit logging (PostgreSQL)
"""
# Step 1: Semantic search
semantic_results = hybrid_search(query, filters)
# Step 2: Graph enrichment
enriched_results = []
for case in semantic_results:
# Query Virtuoso for related statutes and precedents
sparql_result = query_related_cases(case['case_id'], "1900-01-01")
case['cited_statutes'] = [r['statute']['value'] for r in sparql_result]
enriched_results.append(case)
# Step 3: Authority scoring from PostgreSQL
pg_conn = psycopg2.connect("dbname=legal_audit user=postgres")
cursor = pg_conn.cursor()
case_ids = [c['case_id'] for c in enriched_results]
cursor.execute("""
SELECT case_id, authority_score
FROM case_authority
WHERE case_id = ANY(%s)
""", (case_ids,))
authority_scores = dict(cursor.fetchall())
for case in enriched_results:
case['authority_score'] = authority_scores.get(case['case_id'], 0)
# Hybrid score: 60% semantic, 40% authority
case['final_score'] = (
case['similarity_score'] * 0.6 +
(case['authority_score'] / 100) * 0.4
)
# Re-rank by hybrid score
enriched_results.sort(key=lambda x: x['final_score'], reverse=True)
# Step 4: Extract reasoning for top 3 results
for case in enriched_results[:3]:
case['reasoning'] = extract_reasoning_with_phi4(case['case_text'])
# Step 5: Log to PostgreSQL
cursor.execute("""
INSERT INTO query_audit (query_text, result_case_ids, result_count)
VALUES (%s, %s, %s)
""", (query, case_ids, len(enriched_results)))
pg_conn.commit()
cursor.close()
pg_conn.close()
return enriched_results[:10]
Key architectural decisions:
- Three databases, one truth: Each handles what it does best
- Hybrid scoring: Semantic similarity alone isn't enough
- Phi-4 for extraction: Not for generation, just structured data extraction
- Full audit trail: Every query logged for compliance
VI. Back to the Three Supreme Court Cases
How the system finds what AI tools missed
Remember the three Supreme Court decisions that no commercial tool found? Here's how this architecture solves each failure mode.
Case 1: The Synonymy Problem
The failure: The decision used "paramount consideration" (treaty language) instead of "best interest" (constitutional standard). Vector search alone missed it because embeddings saw them as "moderately similar" (distance: 0.27) rather than identical.
How the system finds it now:
# Ontology defines the equivalence (one-time setup)
law:BestInterest owl:sameAs law:ParamountConsideration .
law:BestInterest rdfs:subClassOf law:ChildWelfareStandard .
law:ParamountConsideration rdfs:subClassOf law:ChildWelfareStandard .
Search flow:
query = "best interest of the child standard"
# Step 1: MyScaleDB returns 20 semantically close cases
semantic_results = hybrid_search(query)
# This case has distance=0.27, ranks #18
# Step 2: Virtuoso expands query via OWL reasoning
sparql_query = """
SELECT ?case WHERE {
?case law:appliesStandard ?standard .
?standard rdfs:subClassOf* law:ChildWelfareStandard .
}
"""
# OWL reasoner infers: "paramount consideration" IS "best interest"
# This case now matches
# Step 3: Re-rank with graph boost
# Cases that match via inference get +0.2 to similarity score
case['final_score'] = case['similarity_score'] + 0.2 # Graph match bonus
Result:
- Before: Ranked #18, below threshold (not shown to user)
- After: Ranked #3 (semantic: 0.73, graph bonus: +0.2 = 0.93)
Why it works: The graph captures legal identity that embeddings can't. "Paramount consideration" and "best interest" aren't similar words—they're the same legal concept in different linguistic contexts.
Case 2: The Temporal Problem
The failure: The decision cited 42 U.S.C. § 1983 in its 2016 version. The statute was amended in 2020. Vector search only indexed the current version, so cases citing the old version became invisible.
How the system finds it now:
# Each statute version lives in a named graph
GRAPH law:USC_1983_v2016 {
law:Section1983
law:text "Civil action for deprivation of rights..." ;
law:validFrom "1996-09-30"^^xsd:date ;
law:validUntil "2020-03-15"^^xsd:date .
}
GRAPH law:USC_1983_v2020 {
law:Section1983
law:text "Civil action for deprivation of rights under color of law..." ;
law:validFrom "2020-03-16"^^xsd:date .
}
# Query: Find cases decided in 2019 that cite Section 1983
SELECT ?case WHERE {
?case law:decidedDate ?date ;
law:cites law:Section1983 .
FILTER(?date >= "2019-01-01"^^xsd:date && ?date < "2020-01-01"^^xsd:date)
# Use the version valid at decision date
GRAPH ?g {
law:Section1983 law:validFrom ?from ;
law:validUntil ?until .
FILTER(?from <= ?date && ?until >= ?date)
}
}
Search flow:
query = "section 1983 civil rights violation"
filters = {'date_from': '2019-01-01', 'date_to': '2019-12-31'}
# Step 1: MyScaleDB finds semantically similar cases
semantic_results = hybrid_search(query, filters)
# Step 2: Virtuoso enriches with temporal context
for case in semantic_results:
decision_date = case['decided_date']
# Find which version of § 1983 was active at decision date
statute_version = query_statute_version('Section1983', decision_date)
case['statute_version_cited'] = statute_version
# Add context note for user
if statute_version != current_version:
case['note'] = f"This case cites the {statute_version['valid_from']} version of § 1983, which was amended in 2020."
Result:
- Before: Not indexed (current version only)
- After: Ranked #1, with temporal context shown to user
Why it works: Named graphs give each statute version its own identity. Cases link to the statute URI (not the text), so they remain findable regardless of amendments.
Case 3: The Authority Problem
The failure: The Court issued a summary affirmance—no opinion, just "affirmed." Citation-based ranking algorithms saw this as a non-event (low citation count = low importance). But legally, a summary affirmance from SCOTUS has full precedential weight.
How the system finds it now:
-- PostgreSQL authority scoring (materialized view)
CREATE MATERIALIZED VIEW case_authority AS
SELECT
c.case_id,
-- Base authority by court level
CASE c.court
WHEN 'Supreme Court' THEN 100
WHEN 'Circuit Court' THEN 70
WHEN 'District Court' THEN 40
END AS base_authority,
-- Citation bonus (but capped so it doesn't dominate)
LEAST(COUNT(DISTINCT cit.citing_case) * 2, 30) AS citation_bonus,
-- Disposition matters
CASE c.disposition
WHEN 'reversed' THEN 20 -- Created new law
WHEN 'affirmed' THEN 15 -- Validated reasoning (still precedent!)
WHEN 'dismissed' THEN 0
END AS disposition_bonus,
-- Final score
(base_authority + citation_bonus + disposition_bonus) AS authority_score
FROM cases c
LEFT JOIN citations cit ON cit.cited_case = c.case_id
GROUP BY c.case_id;
Search flow:
query = "residency determination family court"
# Step 1: Semantic search
semantic_results = hybrid_search(query)
# This case has similarity=0.81, ranks #7
# Step 2: Fetch authority scores
case_ids = [c['case_id'] for c in semantic_results]
authority_scores = pg_cursor.execute("""
SELECT case_id, authority_score FROM case_authority
WHERE case_id = ANY(%s)
""", (case_ids,)).fetchall()
# Step 3: Hybrid scoring
for case in semantic_results:
authority = authority_scores[case['case_id']]
# 60% semantic, 40% authority
case['final_score'] = (
case['similarity_score'] * 0.6 +
(authority / 100) * 0.4
)
# This summary affirmance:
# - similarity: 0.81
# - authority: 100 (SCOTUS) + 4 (2 citations) + 15 (affirmed) = 119
# - final_score: 0.81 * 0.6 + 0.119 * 0.4 = 0.486 + 0.048 = 0.534
Result:
- Before: Ranked #47 (low citation count hurt it)
- After: Ranked #2 (SCOTUS weight overrides citation count)
Why it works: The scoring explicitly accounts for court hierarchy independent of citations. A summary affirmance from SCOTUS gets base_authority=100 even if cited zero times.
Side-by-side comparison
| Case | Problem | Commercial AI | This System | Why It Works |
|---|---|---|---|---|
| 1 | Synonymy | Not found | Rank #3 | OWL inference: treaty term = constitutional term |
| 2 | Temporal | Not found | Rank #1 | Named graphs: statute versions as distinct entities |
| 3 | Authority | Rank #47 | Rank #2 | Hybrid scoring: court level > citation count |
The critical insight
These weren't edge cases. They were structural blind spots:
- Embeddings can't capture legal identity → need ontology
- Vectors can't represent temporal evolution → need versioned graphs
- Citation count ≠ legal authority → need hierarchy-aware scoring
No single database solves all three. That's why the architecture uses three.
What the user sees
{
"case_id": "scotus_2019_18_1234",
"title": "Smith v. Jones",
"court": "Supreme Court",
"decided_date": "2019-07-15",
"similarity_score": 0.81,
"authority_score": 119,
"final_score": 0.534,
"why_relevant": {
"semantic_match": "High similarity to query terms",
"graph_match": "Applies the same legal standard (via OWL inference: 'paramount consideration' = 'best interest')",
"authority": "Supreme Court decision with precedential weight"
},
"cited_statutes": ["42 U.S.C. § 1983 (2016 version)"],
"temporal_note": "This case cites a statute version that was amended in 2020. The principle remains valid.",
"reasoning_extract": {
"holding": "The lower court correctly applied the best interest standard...",
"key_facts": "Child's preference, stability of environment, parental fitness"
}
}
Every result is explainable. The user can see:
- Why it matched (semantic? graph? both?)
- What statute version it relied on
- Why it has authority (court level, not just popularity)
This is what commercial tools don't provide: provenance.
VII. Limitations, Bias, and What's Next
What doesn't work yet
1. Implicit overruling detection
In 2018, the Supreme Court ruled X.
In 2023, the Supreme Court ruled Y.
Y doesn't cite X. Y doesn't say "we overrule X."
But Y's reasoning is logically incompatible with X.
Common law lawyers know: X is now bad law (sub silentio overruling).
This system doesn't detect it automatically.
Why it's hard: Requires semantic reasoning over holdings, not just citations. Need to:
- Extract the legal test from each case
- Compare tests for logical consistency
- Detect when a new test invalidates an old one
Current workaround: Human validation. PostgreSQL logs flag cases that cite potentially overruled precedents, and a lawyer reviews them.
2. Circuit splits
The 9th Circuit says X.
The 5th Circuit says Y (opposite of X).
Both are binding in their circuits.
The system finds both cases but doesn't automatically flag: "Warning: Circuit split detected."
Why it's hard: Requires understanding that two cases address the same legal question but reach opposite conclusions. Not just semantic similarity—need to parse the issue presented.
Current workaround: PostgreSQL materialized view that flags cases with:
- Same statutory citation
- Opposite dispositions
- Different circuits
- Decided within 5 years
Then human review confirms if it's a true split.
3. Dissenting opinions
A dissent today can become majority law tomorrow. Think Justice Harlan's Plessy v. Ferguson dissent (1896) → vindicated by Brown v. Board (1954).
The system indexes majority opinions but doesn't track dissents as "potential future law."
Why it matters: A lawyer crafting a novel argument might want to cite a dissent that aligns with recent SCOTUS trends.
Current limitation: Dissents are in the database but not semantically linked to the doctrines they oppose.
Bias auditing
Legal AI can amplify existing biases in case law. The system includes automated checks:
-- Check for jurisdiction imbalance
SELECT court, COUNT(*) as case_count
FROM cases
GROUP BY court
HAVING COUNT(*) < 50;
-- Check for temporal bias (over-indexing recent cases)
SELECT
CASE
WHEN decided_date > '2020-01-01' THEN '2020-2024'
WHEN decided_date > '2010-01-01' THEN '2010-2019'
WHEN decided_date > '2000-01-01' THEN '2000-2009'
ELSE 'pre-2000'
END AS decade,
COUNT(*) as case_count
FROM cases
GROUP BY decade;
-- Check for semantic bias (are certain areas over-represented?)
SELECT area_of_law, COUNT(*) as case_count
FROM cases
GROUP BY area_of_law
ORDER BY case_count DESC;
Alerts trigger when:
- A circuit has <5% of total cases
- Post-2020 cases represent >60% of results
- A single area of law dominates (>40% of cases)
Response: Manual curation to balance the dataset. No algorithmic fix—this requires human judgment about what "balanced" means.
Ethical guardrails
1. Anonymization is mandatory
Presidio removes PII before indexing. But edge cases remain:
- "The plaintiff, a 42-year-old teacher from Denver who drives a red Tesla..."
- Re-identification is possible with enough context clues
Current approach: Aggressive redaction. Better to remove too much than risk re-identification.
2. Explainability as a right
Every search result includes:
- Why it matched (semantic / graph / authority)
- What inferences were made (OWL reasoning paths)
- What version of statutes it cites
Stored in PostgreSQL:
CREATE TABLE result_provenance (
query_id UUID,
case_id TEXT,
match_type TEXT[], -- e.g., ['semantic', 'owl_inference']
inference_path JSONB, -- Full reasoning chain
timestamp TIMESTAMPTZ
);
A lawyer can challenge a result by showing the inference was flawed. The system logs this:
CREATE TABLE disputed_results (
query_id UUID,
case_id TEXT,
disputed_by TEXT, -- User ID
reason TEXT,
validated BOOLEAN DEFAULT FALSE
);
Disputed results get human review. If the challenge is valid, the ontology is corrected.
The non-negotiable principle
Every improvement must preserve traceability.
Fast wrong answers are worse than slow right answers.
Opaque correct answers are worse than explainable approximate answers.
In justice, the algorithm isn't the product.
The audit trail is the product.
Automation without accountability is automation against justice.
Conclusion
Why this matters
Most legal AI optimizes for speed.
This system optimizes for trust.
Because:
- A lawyer must be able to audit every result
- A judge must be able to understand every inference
- A litigant must be able to challenge every conclusion
This system isn't "better" because it's faster (it's not).
It's better because it shows its work.
That's the standard commercial tools should meet.
Not "good enough for most searches."
Not "fast enough for impatient users."
Good enough that a lawyer would stake their case on it.
Explainable enough that a judge would accept it as research.
Traceable enough that a justiciable could challenge it.
Because in law, an error isn't just a bad user experience.
It's a miscarriage of justice.
What you can build with this
The architecture is modular:
- Use Virtuoso for any domain with hierarchical relationships and temporal evolution (medicine, finance, regulatory compliance)
- Use MyScaleDB for any semantic search that needs SQL-level filtering
- Use PostgreSQL for audit trails in any high-stakes decision system
The code is meant to be adapted, not copied.
If you're building legal AI, ask yourself:
Would you trust your system with a custody case?
Would you trust it with an appeal deadline?
Would you trust it with someone's freedom?
If not, you're not building legal AI.
You're building legal liability.
Tech Stack Summary
| Component | Technology | Purpose | Why This Choice |
|---|---|---|---|
| Graph Reasoning | Virtuoso 7.2.11 | Legal ontology, temporal versioning, OWL inference | SPARQL + OWL reasoner, named graphs for versions |
| Vector Search | MyScaleDB | Semantic similarity with SQL filters | MSTG index faster than HNSW, native SQL integration |
| Audit & Validation | PostgreSQL 16 | Transaction logs, constraints, materialized views | ACID compliance, mature ecosystem |
| NLP & NER | spaCy (en_core_web_trf) | Entity extraction (courts, statutes, dates) | 92% accuracy on legal entities, fast |
| Anonymization | Presidio | GDPR-compliant PII removal | Microsoft open source, actively maintained |
| Embeddings | all-MiniLM-L6-v2 | 384-dim semantic vectors | Good speed/quality balance, widely benchmarked |
| LLM | Phi-4 (14B) | Legal reasoning extraction | Free if self-hosted, 85%+ accuracy on reasoning |
| API Layer | FastAPI | Query orchestration | Async support, automatic OpenAPI docs |
| Deployment | Docker Compose | Container orchestration | Reproducible, portable |
Related Reading:
- Why current legal AI fails — and how to make it truly intelligent 🇫🇷 (Village de la Justice, 2025)
- From Retrieval to Reasoning: Rebuilding the Grammar of Legal Intelligence
Justice doesn't need faster queries — it needs traceable reasoning.
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