Acetaldehyde → HCID 57667084, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (R)-2,2-dimethyl-4-phenylaminomethyl-oxazolidine-3-carboxylic acid tert-butyl ester (730 mg) at r.t. in methanol (20 ml) under an argon atmosphere were added acetaldehyde (0.67 ml), ZnCl2 (1.30 g) and NaBH3CN (0.45 g). The mixture was warmed to 40° C. and stirring at that temperature was continued for 17 h. The mixture was cooled to r.t., directly adsorbed on silica gel and purified by column chromatography (SiO2; gradient:cyclohexane->cyclohexane/EtOAc 4:1) to give (R)-4-[(ethyl-phenyl-amino)-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (614 mg, 77%) as colorless viscous oil. MS (ISP): 335.5 ([M+H]+)

Provenance & Evidence