Sodium methanethiolate → HCID 21905378, compound

Participants

Reaction Steps

To a stirred solution of sodium methanethiolate (0.43 g) at rt in methanol (15 ml) were added the (RS)-2-bromo-N-(4-cyano-benzyl)-2-phenyl-acetamide (0.5 g, example 81.1) and a catalytic amount of tetrabutyl ammonium iodide. The mixture was then stirred at rt for 1 hr. The mixture was concentrated. The residue was taken up in EtOAc, washed with 1.0 N and brine, dried over MgSO4, filtered and concentrated. The product was isolated by chromatography (silica gel, cyclohexane/EtOAc 2:1) to give (RS)-N-(4-cyano-benzyl)-2-methylsulfanyl-2-phenyl-acetamide (0.36 g). Colorless solid. MS 297.2 ([M+H]+)

Provenance & Evidence