Hydrochloric Acid → 3-Dimethoxymethyl-4-methoxybenzoic acid

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-dimethoxymethyl-4-methoxybenzoate (3.67 g) obtained in step A was dissolved in 20 mL of methanol, 12 mL of a 20% aqueous solution of potassium hydroxide was added to the solution, and the mixture was stirred for 3 hours at 50° C. The reaction mixture was cooled to 0° C., and 1M hydrochloric acid was added little by little until the mixture became nearly pH 7, whereafter the mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with purified water and then with a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was separated by filtration, and the filtrate was concentrated under reduced pressure. The residue was dried under reduced pressure to obtain 1.82 g (55%) of 3-dimethoxymethyl-4-methoxybenzoic acid.

Provenance & Evidence