Dimethyl Sulfoxide → HCID 59556963, compound

Participants

Reaction Steps

A solution of oxalyl chloride (318 mg) in methylene chloride (6 mL) was cooled using dry ice/acetone under a nitrogen atmosphere, and a solution of DMSO (258 mg) in methylene chloride (6 mL) was added. The mixture was stirred at the same temperature for 10 min, a solution of tert-butyl(3-chlorophenyl)[(1S)-2-hydroxy-1-methylethyl]carbamate (500 mg) in methylene chloride (8 mL) was added, and the mixture was stirred at the same temperature for 10 min. Triethylamine (0.925 mL) was added, and the mixture was stirred at the same temperature for 30 min. Water (30 mL) was added, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentration under reduced pressure to give the title compound as a colorless oil (yield: 480 mg, 96%).

Provenance & Evidence