Water → HCID 23050447, compound

Participants

Reaction Steps

A solution of 2.8 g (10 mmol) of methyl 3-(3,4,5-trimethoxybenzoyl)propiolate in 30 ml of tetrahydrofuran was treated slowly at 0° with 28 ml of 3% potassium hydroxide solution and subsequently stirred at 0° for a further 1.5 hours. The reaction mixture was treated with water and extracted once with ether. The ether phase was discarded. The aqueous phase was adjusted to pH 1 with 1N hydrochloric acid and extracted twice with ether. The combined organic phases were dried over sodium sulphate and evaporated. Crystallization of the residue from methylene chloride/ether/hexane yielded 3-(3,4,5-trimethoxybenzoyl)-propiolic acid of melting point 130°-132°.

Provenance & Evidence