反応 #725885

反応方程式

Capsaicin

K2CO3

sodium iodide

disodium phosphate

methyl chloroacetate

→

10

収率 71.4%

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

収率 71.4%

溶媒

acetone

反応条件

後処理

1. 1
   温度refluxed for 6 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (150 ml) was added
4. 4
   ろ過Crude 10 was filtered
5. 5
   その他dried
6. 6
   その他recrystallised from toluene

実験手順

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.

出典