Reaktion #47181

Reaktionsgleichung

cinnamyl alcohol

DDQ

→

Methyl cinnamate

Ausbeute 86.0%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis taken in a round bottom flask
2. 2
   SonstigeAfter completion of the reaction (observed by TLC and by GC analysis)
3. 3
   Filtrationthe reaction mixture is filtered
4. 4
   Waschenwashed with MeOH (5 ml×2)
5. 5
   EinengenConcentrate the filtrate under reduced pressure
6. 6
   Sonstigethe crude product thus obtained
7. 7
   Wascheneluted with diethyl ether

Vorschrift

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.

Quelle