Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

Participants

Reaction Steps

To a solution of 120 mg (0.37 mmol) 2 in 10 ml of ethyl acetate was added 43 mg (0.37 mmol) N-hydroxysuccinimide followed by addition of 85 mg (0.41 mmol) N,N'-dicyclohexylcarbodiimide. The mixture was stirred at room temperature for 24 hours. The N,N'-dicyclohexylurea which formed was removed by filtration and the filtrate was evaporated to dryness under reduced pressure to give an orange-red solid. It was purified by chromatography on silica gel with chloroform as eluant to give 118 mg (77%) of orange-red needles of 3. Succinimidyl esters 6 and 9 were prepared by similar procedures.

Provenance & Evidence