Reacción #47181

Ecuación de reacción

cinnamyl alcohol

DDQ

→

Methyl cinnamate

Rendimiento 86.0%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrois taken in a round bottom flask
2. 2
   OtroAfter completion of the reaction (observed by TLC and by GC analysis)
3. 3
   Filtraciónthe reaction mixture is filtered
4. 4
   Lavadowashed with MeOH (5 ml×2)
5. 5
   ConcentraciónConcentrate the filtrate under reduced pressure
6. 6
   Otrothe crude product thus obtained
7. 7
   Lavadoeluted with diethyl ether

Procedimiento

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.

Fuente