Reaction #1135828

Reaction equation

Acetic acid 3-(3,4-dimethoxy-phenyl)-8-methyl-4-oxo-chroman-7-yl ester

imidazole

H2O

→

3-(3,4-Dimethoxy-phenyl)-7-hydroxy-8-methyl-chroman-4-one

Solvents

EtOH

Conditions

Workup

1. 1
   workup.ADDITIONbefore pouring
2. 2
   FiltrationA fine white precipitate was filtered off

Procedure

Acetic acid 3-(3,4-dimethoxy-phenyl)-8-methyl-4-oxo-chroman-7-yl ester (1.1 g, 3.2 mmol) and imidazole (3.2 g, 47 mmol) were refluxed in EtOH (100 ml). The reaction was complete after 90 minutes and allowed to cool to room temperature before pouring into stirred H2O (800 ml). A fine white precipitate was filtered off and 1H NMR in d-CDCl3 indicated the solid was 3-(3,4-Dimethoxy-phenyl)-7-hydroxy-8-methyl-chroman-4-one in >95% purity (0.31 g, 30%).

Source