2-Bromoisovaleric acid → 2-Bromo-1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methylbutan-1-one

Participants

Reaction Steps

A mixture of 2-bromo-3-methylbutanoic acid (14) (400 mg, 2.2 mmol), 4-(4-chlorophenyl)-piperidine hydrochloride (500 mg, 2.2 mmol), HOBt (300 mg, 2.2 mmol) and EDCI (425 mg, 2.2 mmol) was suspended in DMF (10 mL). DIEA (1.4 mL, 8 mmol) was added and the reaction was stirred overnight. After this time, the reaction was diluted with Et2O (100 mL) and washed sequentially with H2O (2×40 mL); aqueous 1N HCl (2×20 mL); aqueous sat. NaHCO3 (1×20 mL) solution and aqueous sat. NaCl (1×20 mL) solution. The Et2O layer was dried (MgSO4), and the solvents were removed to give 2-bromo-1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methylbutan-1-one (600 mg, 85%) as an impure oil, which was used without purification. MS found: 360 (M+H).

Provenance & Evidence