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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556947Generated: October 30, 2026

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

https://huagongshe.com/reaction/556947

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 numberUS08058287B2
Source datasetuspto-grants-2011_11
ORD IDord-6d6d6b7390c34eb188a099cf50d383d8
Source noteuspto-grants-2011_11