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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048155Generated: October 26, 2026

Trifluoroacetic acid → 4-(4-Chlorophenyl)cyclohexan-1-amine

https://huagongshe.com/reaction/1048155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[4-(4-Chloro-phenyl)-cyclohexyl]-carbamic acid tert-butyl esterHCID 67080532—
SolventDichloromethaneHCID 6344—
Product4-(4-Chlorophenyl)cyclohexan-1-amineHCID 371544072.2%

Reaction Steps

To a solution of tert-butyl 4-(4-chlorophenyl)cyclohexylcarbamate (0.760 g, 2.45 mmol) in dichloromethane (5 ml) was added trifluoroacetic acid (5 ml), and the reaction was stirred at ambient temperature for 2 hours. The reaction was concentrated, taken up in water, and 1M NaOH was added until the pH was >13. The aqueous layer was extracted twice with dichloromethane, and the combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to yield 371 mg of the title compound (72.1% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-9b6d67d54dcf4b0bb2e48f7470204488
Source noteuspto-grants-2013_10