Triple
T16418897
| Position | Surface form | Disambiguated ID | Type / Status |
|---|---|---|---|
| Subject | Eschenmoser–Claisen rearrangement |
E398759
|
entity |
| Predicate | relatedTo |
P37
|
FINISHED |
| Object |
Claisen rearrangement
The Claisen rearrangement is a pericyclic [3,3]-sigmatropic rearrangement in organic chemistry that converts allyl vinyl ethers (or related systems) into γ,δ-unsaturated carbonyl compounds with high stereospecificity.
|
E1214434
|
NE FINISHED |
How this triple was built (4 steps)
Every LLM step that produced this triple, in pipeline order — named-entity classification, the disambiguation choices (the exact options shown, with the pick highlighted), and the generated description. The batch + timestamp of each is in the Provenance table below.
NER
Named-entity recognition
gpt-5-mini
Instruction
Given a phrase, classify it is english named entity (e.g., persons, organizations, works of art) in Latin script, or not (e.g., literals, dates, URLs, verbose phrases). For disambiguation, the statement where the phrase occurs as object is also given. Please return a JSON object with `phrase` (string, the phrase being analyzed) and `is_ne` (boolean, indicating whether the phrase is a Named Entity).
Input
Phrase: Claisen rearrangement | Statement: [Eschenmoser–Claisen rearrangement, relatedTo, Claisen rearrangement]
NED1
Entity disambiguation (via context triple)
gpt-5-mini-2025-08-07
Target entity: Claisen rearrangement Context triple: [Eschenmoser–Claisen rearrangement, relatedTo, Claisen rearrangement]
-
A.
Eschenmoser–Claisen rearrangement
The Eschenmoser–Claisen rearrangement is a variant of the Claisen rearrangement in organic chemistry that converts allylic alcohols and amides into γ,δ-unsaturated carbonyl compounds via a [3,3]-sigmatropic rearrangement.
-
B.
Stork–Danheiser rearrangement
The Stork–Danheiser rearrangement is an organic reaction that transforms certain allylic alcohol derivatives into rearranged carbonyl compounds via a sigmatropic shift, widely used in complex molecule synthesis.
-
C.
Arbuzov rearrangement
The Arbuzov rearrangement is an organic reaction in which trialkyl or triaryl phosphites react with alkyl halides to form phosphonates, widely used in the synthesis of organophosphorus compounds.
-
D.
Overman rearrangement
The Overman rearrangement is an organic chemical reaction that converts allylic alcohol derivatives into allylic amines via a [3,3]-sigmatropic rearrangement of allylic trichloroacetimidates.
-
E.
Ireland–Claisen rearrangement
The Ireland–Claisen rearrangement is a variant of the Claisen rearrangement in which an ester enolate undergoes a [3,3]-sigmatropic rearrangement to form γ,δ-unsaturated carboxylic acids with high stereocontrol.
- F. None of above. chosen
- G. Unsure - the case is ambiguous/there is not enough information to decide.
NEDg
Description generation
gpt-5.1
Instruction
Generate a one-sentence description of the target entity. You are given a context triple in the form (subject, predicate, object), where the object is the target entity. # Instructions Use the triple to infer relevant information about the entity. Describe the entity based on what is most defining, well-known. Avoid repeating the information from the triple, unless really essential. # Response Format Return only the sentence: "Description: [one-sentence description of the target entity]"
Input
Entity: Claisen rearrangement Triple: [Eschenmoser–Claisen rearrangement, relatedTo, Claisen rearrangement]
Generated description
The Claisen rearrangement is a pericyclic [3,3]-sigmatropic rearrangement in organic chemistry that converts allyl vinyl ethers (or related systems) into γ,δ-unsaturated carbonyl compounds with high stereospecificity.
NED2
Entity disambiguation (via description)
gpt-5-mini-2025-08-07
Target entity: Claisen rearrangement Target entity description: The Claisen rearrangement is a pericyclic [3,3]-sigmatropic rearrangement in organic chemistry that converts allyl vinyl ethers (or related systems) into γ,δ-unsaturated carbonyl compounds with high stereospecificity.
-
A.
Eschenmoser–Claisen rearrangement
The Eschenmoser–Claisen rearrangement is a variant of the Claisen rearrangement in organic chemistry that converts allylic alcohols and amides into γ,δ-unsaturated carbonyl compounds via a [3,3]-sigmatropic rearrangement.
-
B.
Stork–Danheiser rearrangement
The Stork–Danheiser rearrangement is an organic reaction that transforms certain allylic alcohol derivatives into rearranged carbonyl compounds via a sigmatropic shift, widely used in complex molecule synthesis.
-
C.
Arbuzov rearrangement
The Arbuzov rearrangement is an organic reaction in which trialkyl or triaryl phosphites react with alkyl halides to form phosphonates, widely used in the synthesis of organophosphorus compounds.
-
D.
Overman rearrangement
The Overman rearrangement is an organic chemical reaction that converts allylic alcohol derivatives into allylic amines via a [3,3]-sigmatropic rearrangement of allylic trichloroacetimidates.
-
E.
Ireland–Claisen rearrangement
The Ireland–Claisen rearrangement is a variant of the Claisen rearrangement in which an ester enolate undergoes a [3,3]-sigmatropic rearrangement to form γ,δ-unsaturated carboxylic acids with high stereocontrol.
- F. None of above. chosen
Provenance (5 batches)
The batch behind each pipeline step, in order, with when it ran. Timestamps are batch-level — stages were processed in waves, so the object chain (NER → NED1 → NEDg → NED2) reads in order, but predicate / elicitation batches can sit in a different wave.
| Step | Stage | Batch ID | Status | When |
|---|---|---|---|---|
| creating | Elicitation | batch_69d87f2b9024819085c20e52de95d583 |
completed | April 10, 2026, 4:40 a.m. |
| NER | Named-entity recognition | batch_69e3287a3d348190831b12101d8449b6 |
completed | April 18, 2026, 6:45 a.m. |
| NED1 | Entity disambiguation (via context triple) | batch_6a004f457b8c8190b278697ef43301cb |
completed | May 10, 2026, 9:26 a.m. |
| NEDg | Description generation | batch_6a004ff9e2e88190afa4726e3ba71ea9 |
completed | May 10, 2026, 9:29 a.m. |
| NED2 | Entity disambiguation (via description) | batch_6a00505beaa881909aca531af1149fbc |
completed | May 10, 2026, 9:31 a.m. |
Created at: April 10, 2026, 5:09 a.m.