Pyridine → 3-Carbamoylisoxazol-5-ylmethyl 4-nitrophenyl carbonate

Participants

Reaction Conditions

Reaction Steps

2.84 g (14.07 mmol) of 4-nitrophenyl chloroformate are added in small portions to a solution, cooled to approximately 0° C., of 2.00 g (14.07 mmol) of 3-carbamoylisoxazol-5-ylmethanol, 1.71 ml (21.11 mmol) of pyridine and 0.17 g (1.41 mmol) of N,N-dimethylaminopyridine in 15 ml of dichloromethane. The medium is kept stirred at 0° C. for 1 hour and then at ambient temperature for 1 hour. The precipitate formed is filtered off and then copiously rinsed with diisopropyl ether. After drying under vacuum at approximately 60° C., 3.12 g (72%) of the expected product are obtained in the form of a white solid used as is in the following stage.

Provenance & Evidence