Hydrochloric Acid → (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

Participants

Reaction Steps

To (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester F-3 in methanol (28 mL) was added a solution of NaOH (2.2 g, 55 mmol) in water (28 mL). After 24 h the MeOH was removed, the crude reaction was acidified with HCl (6N, 12 mL) to pH=1, and then extracted with ethyl acetate (3×50 mL). The combined organic layers were dried (Na2SO4) and concentrated to give (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid F-4 (1.96 g, 90%).

Provenance & Evidence