Sodium Hydroxide → 3,5-Dimethoxy-2-methylbenzoic acid

Participants

Reaction Steps

To a solution of methyl 3,5-dimethoxy-2-methylbenzoate (5.83 g, J. C. S. Perkin I, 1973, 2853.) in methanol (80 ml) was added a solution of aqueous sodium hydroxide (10%, 80 ml) and reaction mixture stirred at room temperature for 1 hour. The reaction was then concentrated under reduced pressure to approximately half of the original volume before adding aqueous hydrochloric acid (200 ml). The white precipitate that formed was extracted with ethyl acetate (2×250 ml). The combined extracts were dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure to give the sub-title compound as a colourless solid (5.41 g).

Provenance & Evidence