Hydrochloric Acid → 4-(2-Fluoro-6-(trifluoromethyl)phenyl)piperidine Hydrochloride

Participants

Reaction Steps

To a solution of tert-butyl 4-(2-fluoro-6-(trifluoromethyl)phenyl)piperidine-1-carboxylate (22, 0.219 g, 0.63 mmol) in CH2Cl2 (4 mL) was added 2 N HCl (2.0 N solution in Et2O, 4 mL), and the mixture was stirred at ambient temperature for 4 h. The reaction mixture was diluted with Et2O (50 mL) and the solids were collected by filtration to give 4-(2-fluoro-6-(trifluoromethyl)phenyl)piperidine hydrochloride (23) as an offwhite solid (158 mg, 88%): 1H NMR (300 MHz, DMSO-d6) δ 8.82 (br s, 1H), 8.50 (br s, 1H), 7.66-7.48 (m, 3H), 3.42-3.33 (m, 2H), 3.24-2.95 (m, 3H), 2.35-2.15 (m, 2H), 1.87-1.74 (m, 2H); ESI MS m/z 248 [M+H]+.

Provenance & Evidence