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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917095Generated: November 1, 2026

Trifluoroacetic acid → 4-(4-Chlorophenyl)piperidine-4-carbonitrile

https://huagongshe.com/reaction/917095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(4-chlorophenyl)-4-cyanopiperidine-1-carboxylateHCID 49760270—
SolventDichloromethaneHCID 6344—
Product4-(4-Chlorophenyl)piperidine-4-carbonitrileHCID 2299356582%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a chilled solution of 4-(4-chloro-phenyl)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (315 mg, 1 mmol) in 5 ml dichloromethane was added 1 ml trifluoroacetic acid. The reaction was stirred at 0° C. for 3 hours, then concentrated under vacuum. The resulting oil was diluted with dichloromethane and washed twice with saturated aqueous sodium bicarbonate. The aqueous washings were extracted three times with dichloromethane. The combined organic layers were dried with magnesium sulfate and concentrated under vacuum to yield the title compound (180 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271176B2
Source datasetuspto-grants-2007_09
ORD IDord-2338d094cfea4292b645d027345d8e28
Source noteuspto-grants-2007_09