Ammonia → HCID 178453950, compound

Participants

Reaction Steps

A solution of trans-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid (15 g, 61.7 mmol) and 1-hydroxysuccinimide (76 g, 61.7 mmol) in ethyl acetate (200 ml) was treated with a solution of dicyclohexylcarbodiimide (12.7 g, 61.7 mmol) in ethyl acetate (50 ml). After stirring overnight the mixture was filtered and evaporated affording a yellow solid. This was redissolved in tetrahydrofuran (300 ml) and treated gaseous ammonia was bubbled through the solution for 15 minutes. Filtration afforded a white solid which was stirred in water (200 ml) for 1 hour. Filtration and drying afforded a white solid (11.3 g, 76%).

Provenance & Evidence