Tetrahydrofuran → HCID 15142921, compound

Participants

Reaction Conditions

Reaction Steps

Stirred mixture of trans-1,2-diaminocyclohexane (10.0 g, 87.6 mmol), THF (150 mL) water (120 mL) and potassium carbonate (40 g) was cooled to 5° C. and treated with ethyl chloroformate (35 mL, 39.9 g, 367 mmol). The mixture was stirred at ambient temperature for 4 hours, the upper layer was separated and the aqueous phase was extracted with THF (70 mL). The combined THF extract was evaporated to dryness. The residue was dissolved in dichloromethane. The solution was dried over potassium carbonate, filtered and evaporated to dryness. The obtained white solid was slurried in ether (70 mL), filtered, washed with pentane (2×80 mL) and dried in an oven at 90° C. for 2 hours to give 22.03 g (97% yield) of trans-1,2-bis(ethoxycarbonylamino)cyclohexane as a snow-white solid.

Provenance & Evidence