Hydrochloric Acid → 4-(2-Chloro-3-fluorophenyl)piperidine Hydrochloride

Participants

Reaction Steps

To a solution of tert-butyl 4-(2-chloro-3-fluorophenyl) piperidine-1-carboxylate (13, 0.520 g, 1.66 mmol) in CH2Cl2 (10 mL) under an atmosphere of N2 was added HCl (2 N in Et2O, 10 mL) solution was stirred at ambient temperature for 18 h. The reaction mixture was diluted with Et2O (20 mL). The resulting precipitate was collected by filtration and washed with Et2O to provide 4-(2-chloro-3-fluorophenyl)piperidine hydrochloride (14) as a white solid (309 mg, 74%): 1H NMR (300 MHz, DMSO-d6) δ 8.81-8.55 (m, 2H), 7.47-7.37 (m, 1H), 7.36-7.27 (m, 1H), 7.21-7.13 (m, 1H), 3.43-3.20, (m, 3H), 3.17-2.97 (m, 2H), 2.00-1.73 (m, 4H).

Provenance & Evidence