Water → HCID 58237927, compound

Participants

Reaction Steps

A round-bottom flask was charged with copper(I) chloride (0.3100 g, 3.13 mmol), and a solution of 4-allyl-1-((S)-1-(4-bromophenyl)propyl)-4-phenylpiperidin-2-one (0.3045 g, 0.74 mmol) in DMF (7.5 mL) was added, followed by H2O (2 mL) and palladium(II) chloride (0.0670 g, 0.38 mmol). The reaction mixture was vigorously stirred under a balloon of oxygen for 20 h at rt and diluted with EtOAc, dried over Na2SO4. After the solvents were evaporated, the residue was purified by chromatography on silica gel eluted with hexanes/EtOAc to afford 0.2475 g (78%) of 1-((S)-1-(4-bromophenyl)propyl)-4-(2-oxopropyl)-4-phenylpiperidin-2-one. LC-MS Method 3 tR=1.87, 1.93 min, m/z 428, 430 (MH+).

Provenance & Evidence