Water → Methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate

Participants

Reaction Steps

To a solution of methyl 4-(1-amino-1-methylethyl)benzoate (410 mg) in dichloromethane (15 mL) was added saturated aqueous sodium hydrogen carbonate solution (3 mL), a solution of ethyl chlorocarbonate (0.24 mL) in dichloromethane (5 mL) was added dropwise under ice-cooling, and the mixture was stirred at the same temperature for 1 hr and at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with dichloromethane. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (551 mg).

Provenance & Evidence