반응 #1552042

반응 방정식

N-acetylphenylalanine 2-(phenylseleno)ethyl ester

H2O2

→

N-acetylphenylalanine vinyl ester

용매

CHCl3

THF

반응 조건

후처리

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

실험 절차

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.

출처