Dimethylamine → 4-(Dimethylcarbamoyl)benzoic acid

Participants

Reaction Steps

A solution of 5 g (25.2 mmol) of monomethyl terephthalate chloride in 20 ml of dioxane was dissolved in 30 ml of 50% aqueous dimethylamine solution under cooling with ice. After stirring for 30 minutes, 50 ml of 1 N aqueous sodium hydroxide solution was added to the reaction mixture, and they were stirred at room temperature for 2 days. The reaction liquid was washed with ethyl acetate and acidified with hydrochloric acid. After the extraction with ethyl acetate, the extract was washed with saturated aqueous salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was washed with hexane and dried to obtain the title compound.

Provenance & Evidence