Trifluoroacetic acid → 4-(3-(4-(2,2,2-Trifluoroethoxy)phenoxy)benzylidene)piperidine

Participants

Reaction Steps

A solution of tert-butyl 4-(3-(4-(2,2,2-trifluoroethoxy)phenoxy)benzylidene)piperidine-1-carboxylate (50 mg, 0.107 mmol) in dichloromethane (5 mL) was cooled to 0° C. and treated with trifluoroacetic acid (123 mg, 1.07 mmol) dropwise. The reaction mixture was then allowed to warm to room temperature and stirred at that temperature overnight. The reaction was concentrated, and the residue was dissolved in water (5 mL). The aqueous layer basified up to pH ˜8 with 1M sodium hydroxide solution. The aqueous layer was extracted with dichloromethane (3×20 mL), and organic layers were washed with water (2×10 mL), dried over sodium sulfate, and concentrated to give the crude title compound (40 mg, quant.)

Provenance & Evidence