Potassium Carbonate → (2S)-Amino(2-chlorophenyl)acetic acid

Participants

Reaction Steps

The above product was dissolved in aqueous hydrochloric acid (6N, 10 ml) and heated at 70° C. for six hours (until exhaustion of the nitrile). The reaction mixture was cooled to room temperature, made basic (pH >10) by addition of solid potassium carbonate, then with aqueous potassium hydroxide (2M, ca. 5 ml). Washing with ether (3×30 mL), followed by titration to pH 6.5 and concentration of the aqueous phase afforded, upon cooling, a white solid, which was recrystallized to afford a near quantitative yield of L-2-chlorophenylglycine. Analysis by HPLC indicated optical purity of >99%.

Provenance & Evidence