Vanillin → Veratraldehyde

Participants

Reaction Conditions

Reaction Steps

In an apparatus similar to Example 1, 15.0 g (0.099 mol) of vanillin and 10.0 g (0.072 mol) of anhydrous potassium carbonate were heated under nitrogen to 90° C. To this clear slurry was added over about 10 minutes 13.5 ml (0.112 mol) of trimethyl phosphate while holding the temperature below 110° C. The mixture was stirred and heated to 65°-75° C. for three hours then cooled to 35° C. and quenched with 80 ml of water to precipitate an oil. On stirring a light powder precipitated which was filtered, washed with three 100 ml portions of water, and dried to give 13.3 g (81%) of veratraldehyde.

Provenance & Evidence