反応 #45279

反応方程式

2(S)-Benzyloxycarbonylamino-3-(2,6-difluorophenyl)propionic acid methyl ester

NaOH

→

2(S)-benzyloxycarbonylamino-3-(2,6-difluorophenyl)propionic acid

収率 95.1%

溶媒

methanol

反応条件

後処理

1. 1
   温度cooled on ice
2. 2
   その他The reaction mixture was removed
3. 3
   温度from cooling bath
4. 4
   その他The solvent was then removed by rotary evaporation
5. 5
   workup.ADDITIONthe residue was treated with water (100 mL)
6. 6
   抽出The product was extracted with ethyl acetate (300 mL, 200 mL)
7. 7
   その他Evaporation of the solvent and crystallization of the residue from methylene chloride/hexane

実験手順

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).

出典