تفاعل #1552042

معادلة التفاعل

N-acetylphenylalanine 2-(phenylseleno)ethyl ester

H2O2

→

N-acetylphenylalanine vinyl ester

المذيبات

CHCl3

THF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر