Ethyl chloroformate → Nalphaethoxycarbonyl-DL-methionine amide

Participants

Reaction Conditions

Reaction Steps

106 ml (1.10 moles) ethylchloroformate were dripped into a solution of 150 g (1.02 moles) DL-methionine amide in 200 ml water at 5-10° C., during which the pH was maintained at 7-9 by adding sodium hydroxide solution. A thick, finely crystalline precipitate rapidly formed. A suspension which was just able to still be agitated was obtained by the addition of 800 ml water, which suspension was agitated 3 hours further at room temperature. Then the colorless crystals were filtered off, washed with water and recrystallized out of 900 ml water. After cooling to 0-5° C., filtering off, washing with water and drying, 129 g (57%) Nαethoxycarbonyl-DL-methionine amide with a melting point of 110-112° C. was obtained.

Provenance & Evidence