반응 #47186

반응 방정식

cinnamaldehyde

DDQ

MeOH

→

Methyl cinnamate

수율 98.0%

용매

toluene

반응 조건

후처리

1. 1
   기타is taken in a round bottom flask
2. 2
   온도The mixture is refluxed for 6 hrs under Dean Stark apparatus
3. 3
   기타After completion of the reaction (observed by TLC and by GC analysis)
4. 4
   여과the reaction mixture is filtered
5. 5
   세척washed with MeOH (5 ml×2)
6. 6
   농축Concentrate the filtrate under reduced pressure
7. 7
   기타the crude product thus obtained
8. 8
   세척eluted with diethyl ether

실험 절차

A homogeneous mixture containing cinnamaldehyde (7.5 mmol), DDQ (11.3 mmol), MeOH (15 mL) and toluene (10 mL) is taken in a round bottom flask and catalytic amount of acetic acid (5 drops) is added to it. The mixture is refluxed for 6 hrs under Dean Stark apparatus. 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 98% yield whose NMR values are found matching with reported values as in example 1.

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