反応 #1552042

反応方程式

N-acetylphenylalanine 2-(phenylseleno)ethyl ester

H2O2

→

N-acetylphenylalanine vinyl ester

溶媒

CHCl3

THF

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring the mixture for 12 hours at room temperature
2. 2
   抽出extracted with 3×50 ml of water
3. 3
   乾燥The organic phases were then dried over sodium sulfate
4. 4
   その他the solvent was removed
5. 5
   温度was refluxed for 24 hours
6. 6
   温度After cooling
7. 7
   その他the solvent was removed
8. 8
   その他Flash column—chromatography (PE:EE=3:1) yielded 1.3 g (84% of th., 93% of lit.) of a light-yellow liquid

実験手順

To a solution of 2.6 g (6.66 mmol) of N-acetylphenylalanine 2-(phenylseleno)ethyl ester in 20 ml of THF, 8 ml of a 30% H2O2 solution were added dropwise within 10 minutes at 0° C., and the solution was stirred at 0° C. for another 30 minutes. After stirring the mixture for 12 hours at room temperature, it was diluted with 80 ml of CHCl3 and extracted with 3×50 ml of water. The organic phases were then dried over sodium sulfate, and the solvent was removed. The residue was taken up in 70 ml of chloroform and was refluxed for 24 hours. After cooling, the solvent was removed. Flash column—chromatography (PE:EE=3:1) yielded 1.3 g (84% of th., 93% of lit.) of a light-yellow liquid.

出典