HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059722Generated: November 2, 2026
Trifluoroacetic acid → 2,3-Dihydro-1H-isoindole-5-carbonitrile
https://huagongshe.com/reaction/1059722
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 5-cyano-1,3-dihydro-2H-isoindole-2-carboxylate | HCID 18630967 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3-Dihydro-1H-isoindole-5-carbonitrile | HCID 17986280 | 94.5% |
Reaction Steps
A mixture of 2-(tert-butyloxycarbonyl)-5-cyano-2,3-dihydro-1H-isoindole (7.6 g) and trifluoroacetic acid (20 ml) in dichloromethane (200 ml) was heated at 40° C. for 0.5 h, then cooled and evaporated in vacuo and the residue partitioned between dichloromethane and 2M sodium hydroxide. The aqueous phase was re-extracted with dichloromethane and the combined organics dried and evaporated to give the title compound as a pink solid (4.24 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06521638B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-b72684da16574146b15d0f3a6239c5e5 |
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| Source note | uspto-grants-2003_02 |
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