반응 #725885

반응 방정식

Capsaicin

K2CO3

sodium iodide

disodium phosphate

methyl chloroacetate

→

10

수율 71.4%

{2-Methoxy-4-[(8-methyl-non-6-enoylamino)-methyl]-phenoxy}-acetic acid methyl ester

수율 71.4%

용매

acetone

반응 조건

후처리

1. 1
   온도refluxed for 6 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (150 ml) was added
4. 4
   여과Crude 10 was filtered
5. 5
   기타dried
6. 6
   기타recrystallised from toluene

실험 절차

To a mixture of Capsaicin (17 g, 55.7 mmol), anhydrous K2CO3 (26 g, 188 mmol), sodium iodide (4.5 g, 30 mmol) and disodium phosphate (4.5 g, 32 mmol) in anhydrous acetone (425 ml) was added methyl chloroacetate (9 g, 83 mmol) and refluxed for 6 hours. Acetone was distilled off and water (150 ml) was added. Crude 10 was filtered, dried and recrystallised from toluene to give pure 10 (15 g, 71.4%) as a white power. The melting point was found to be 99.5-103.5° C. It was analyzed by HPLC and found to be 99.3% pure.

출처