Hydrochloric Acid → N-benzoyl-L-alanine

Participants

Reaction Steps

L-alanine (17.8 g., 0.2 mole) was dissolved in 2N-sodium hydroxide solution (120 ml.) with cooling to 0°-5° C. Benzoyl chloride (30.0 g., 0.22 mole), followed by 2N-sodium hydroxide (120 ml.), were then added to the solution in ten equal and alternate portions with vigorous intermittent shaking and ice cooling. The mixture was continually maintained at an alkaline pH. After completion of the addition, the mixture was shaken for 15 minutes at room-temperature. The clear solution obtained was acidified with concentrated hydrochloric acid to pH2 whilst ice cooling to give N-benzoyl L-alanine as a solid (27.8 g.), m.p. 137°-139° C.

Provenance & Evidence