Dimethylamine → Vanillin

Participants

Reaction Conditions

Reaction Steps

A metal autoclave is charged with 14.0 g (84.0 mmol) of 3,4-dimethoxybenzaldehyde and 120 g (1.0 mol) of dimethylamine (40% solution in water). The autoclave is closed and the biphasic reaction mixture is stirred at 140° C. (autogenous pressure 14 bar) for 10 h. Excess dimethylamine and water are removed under reduced pressure, methyl tert-butyl ether is added and the mixture is acidified with 30% hydrochloric acid in water. After phase separation and removal of all volatile constituents of the organic phase, 8.5 g (56.0 mmol, 67% yield) of 4-hydroxy-3-methoxybenzaldehyde are obtained.

Provenance & Evidence