Water → HCID 23050494, compound

Participants

Reaction Steps

A solution of 5 g (20 mmol) of methyl 3-(2,5-dimethoxybenzoyl)propiolate in 50 ml of tetrahydrofuran was treated slowly at 0° with 56 ml of 3% potassium hydroxide solution and stirred at 0° for a further 1 hour. 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 concentrated. Crystallization of the residue from ether/hexane yielded 3-(2,5-dimethoxybenzoyl)propiolic acid of melting point 91°-93°.

Provenance & Evidence