反応 #47181

反応方程式

cinnamyl alcohol

DDQ

→

Methyl cinnamate

収率 86.0%

溶媒

MeOH

反応条件

後処理

1. 1
   その他is taken in a round bottom flask
2. 2
   その他After completion of the reaction (observed by TLC and by GC analysis)
3. 3
   ろ過the reaction mixture is filtered
4. 4
   洗浄washed with MeOH (5 ml×2)
5. 5
   濃縮Concentrate the filtrate under reduced pressure
6. 6
   その他the crude product thus obtained
7. 7
   洗浄eluted with diethyl ether

実験手順

A homogeneous mixture containing cinnamyl alcohol (7.5 mmol), DDQ (22.5 mmol), MeOH (20 mL) is taken in a round bottom flask and catalytic amount of AMBERLYST® 15 (0.1 g) is added to it. The mixture is stirred for 20 hrs at room temperature. After completion of the reaction (observed by TLC and by GC analysis), the reaction mixture is filtered and washed with MeOH (5 ml×2). Concentrate the filtrate under reduced pressure and the crude product thus obtained is loaded on a neutral alumina column and eluted with diethyl ether. Methyl cinnamate is isolated in 86% yield whose NMR values are found matching with reported values as in example 1.

出典