Hydrochloric Acid → BOC-VAL-GLY-OH

Participants

Reaction Steps

BOC-Val-Gly-OEt (10 g) was dissolved in 20 ml of methanol and 40 ml of 1 M sodium hydroxide was added thereto under cooling. The mixture was stirred with cooling for 15 minutes and at room temperature for an additional 45 minutes. The pH of the reaction mixture was adjusted to a pH of about 7 with 1 N hydrochloric acid and concentrated in vacuo. Water was then addedto the residue and the mixture was washed with diethyl ether. The pH of thewater layer was adjusted to a pH of about 2 with 1 N hydrochloric acid and the layer was extracted with ethyl acetate. The ethyl acetate layer was washed well with water, dried over magnesium sulfate and concentrated in vacuo. The resultant oily residue was solidified by addition of n-hexane and recrystallized from ethyl acetate-n-hexane to obtain 8.0 g (yield: 89%) of the desired material having a melting point of 101°-104° C.

Provenance & Evidence