Benzyl succinimido carbonate → HCID 178484047, compound

Participants

Reaction Steps

2.1 g (13.35 mmol) trans-(4-methylaminomethyl-cyclohexyl)-methanol (example 1.1) were dissolved in 20 ml methanol. 3.32 g (13.35 mmol) N-(benzyloxycarbonyloxy)-succinimide were added and the solution was stirred at room temperature for 2 hours, then for 1 hour at 50° C. Afterwards, the solvent was evaporated under reduced pressure and the residue was partitioned between dichloromethane and water. The organic phase was washed with water (2 times), then with brine and finally dried over magnesium sulfate and evaporated under reduced pressure. The residue was chromatographed on silica gel with a 4:1 v/v mixture of dichloromethane and diethyl ether as the eluent. 1.67 g (42.9%) trans-(4-hydroxymethyl-cyclohexylmethyl)-methyl-carbamic acid benzyl ester were obtained as colorless oil, M: 289 (M).

Provenance & Evidence