Sodium Azide → Carbamic acid, N-(2-azido-3,3,3-trifluoropropyl)-, phenylmethyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-{[(benzyloxy)carbonyl]amino}-1,1,1-trifluoropropan-2-yl trifluoromethanesulfonate (150 g, 380 mmol) in DMSO (1200 mL) was added sodium azide (36.5 g, 562 mmol). The reaction mixture was heated to 40° C. After 5 hours, the reaction mixture was diluted with water (1000 mL) and extracted with diethyl ether (3×1200 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford benzyl (2-azido-3,3,3-trifluoropropyl)carbamate. The material was used without further purification.

Provenance & Evidence