Dimethylformamide → HCID 58237942, compound

Participants

Reaction Steps

In a three-necked flask, a mixture of PdCl2 (180 mg, 1 mmol) and CuCl (500 mg, 5 mmol) in aqueous DMF (15 mL of DMF and 5 mL of water) was stirred under an oxygen atmosphere for 1 h at rt, and (S)-4-allyl-1-((S)-1-(4-bromophenyl)ethyl)-4-phenylpiperidin-2-one (2 g, purity=65%, 3.3 mmol) was added. The mixture was stirred vigorously under an oxygen atmosphere for 24 h at rt. The reaction mixture was quenched with aq NaHCO3 solution. The organic phase was washed with brine, and dried over NaSO4. After evaporation of the solvent, the residue was purified by prep TLC to give (R)-1-((S)-1-(4-bromophenyl)ethyl)-4-(2-oxopropyl)-4-phenylpiperidin-2-one (400 mg, 29.6%))

Provenance & Evidence