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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395266Generated: November 2, 2026

Trifluoroacetic acid → 2,3,4,5-Tetrahydro-1H-3-benzazepine-7-carbonitrile

https://huagongshe.com/reaction/395266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 7-cyano-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylateHCID 18173275—
SolventDichloromethaneHCID 6344—
Product2,3,4,5-Tetrahydro-1H-3-benzazepine-7-carbonitrileHCID 1817327944%

Reaction Steps

A mixture of 3-(tert-butoxycarbonyl)-7-cyano-2,3,4,5-tetrahydro-1H-3-benzazepine (765 mg, 2.81 mmol) and trifluoroacetic acid (2 ml), in dichloromethane (20 ml) was stirred at 40° C. for 1 h. The reaction mixture was evaporated to dryness in vacuo and partitioned between ethyl acetate (50 ml) and water (50 ml). The aqueous layer was basified using potassium carbonate and re-extracted with ethyl acetate (2×30 ml). The combined basic organic extracts were dried over sodium sulfate and evaporated in vacuo to give the title compound as a colourless oil (212 mg, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605607B1
Source datasetuspto-grants-2003_08
ORD IDord-ad619eb1991e4a54a7f007026ab3e538
Source noteuspto-grants-2003_08