Pyridine → Benzyl (2,4-difluorophenyl)carbamate

Participants

Reaction Steps

To 2,4-difluoroaniline (19, 7.0 mL, 70.0 mmol) in 100 mL of dichloromethane, pyridine (11 mL, 0.14 mol) and benzyl chloroformate (20, 11.9 mL, 83.4 mmol) were added. The reaction mixture was stirred at ambient temperature for 1.5 hours. The reaction mixture was concentrated under vacuum and the residue was partitioned between ethyl acetate and postassium bisulfate solution. The organic layer was dried with magnesium sulfate, filtered, and the filtrate concentrated under vacuum. The resulting material was crystallized from hexanes to provide the desired compound (21, 15.6 g, 85%).

Provenance & Evidence