Methyl chloroformate → HCID 70073510, compound

Participants

Reaction Conditions

Reaction Steps

5 g (30 mmol) of D-phenylalanine is dissolved in 15 ml of 2M NaOH solution, cooled to 0° C. and, simultaneously, 16.5 ml of 2M NaOH solution and 2.55 ml (33 mmol) of methyl chloroformate are added. The mixture is stirred at this temperature for 30 min, then at room temperature for 2 hours. Diluted with 40 ml of water, the mixture is washed with 10 ml of diethyl ether, acidified to pH3 with 3M HCl and extracted with 4×20 ml of ethyl acetate. The pooled organic extracts are washed with water (20 ml), dried over anhydrous sodium sulphate and evaporated at a pressure of 2.0-2.5 kPa. The residue is dissolved in 60 ml of diisopropyl ether and 6 ml (30 mmol) of dicyclohexylamine is added. The separated crystals are filtered off, washed with diisopropyl ether and dried in air.

Provenance & Evidence