Dimethylamine → 4-Hydroxybenzaldehyde

Participants

Reaction Conditions

Reaction Steps

A 100 ml glass autoclave is charged with 8.84 g (65.0 mmol) of 4-methoxybenzaldehyde and 51.2 g (455 mmol) of dimethylamine (40% solution in water). The autoclave is closed and the biphasic reaction mixture is stirred at 140° C. (autogenous pressure 7.5 bar) for 15 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, 6.5 g (0.53 mmol, 81% yield) of 4-hydroxybenzaldehyde are obtained.

Provenance & Evidence