Sodium Hydroxide → HCID 21048467, compound

Participants

Reaction Steps

2(S)-Benzyloxycarbonylamino-3-(2,6-difluorophenyl)propionic acid methyl ester (5 g, 14.4 mmol) was dissolved in methanol (60 ml) and cooled on ice. 1 N NaOH (22 ml, 22 mmol) was added dropwise over 15 min. The reaction mixture was removed from cooling bath and stirring was continued at room temperature for 4 h. The solvent was then removed by rotary evaporation and the residue was treated with water (100 ml) and then with 1 N HCl to adjust the pH to 4. The product was extracted with ethyl acetate (300 ml, 200 ml). Evaporation of the solvent and crystallization of the residue from methylene chloride/hexane gave 2(S)-benzyloxycarbonylamino-3-(2,6-difluorophenyl)propionic acid (4.6 g, 13.7 mmol, 94% yield).

Provenance & Evidence