Potassium Hydroxide → HCID 15284535, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-[2-n-butyl-1-benzyl-1H-imidazol-5yl]-2-benzylpropanoate (0.12 g, 0.31 mmol) in 50% aqueous ethanol (4 mL) containing potassium hydroxide (0.072 g, 1.28 mmol) was stirred at 25° C. for 18 hours. The basic solution was diluted with water (8 mL), and extracted with diethyl ether. The water solution was acidified with aqueous hydrochloric acid solution to pH 4, and the product was extracted into methylene chloride, dried, and concentrated. This crude material was dissolved in acetone and acidified with ethereal hydrochloric acid to give a precipitate. Crystallization from acetone/ether provided 0.07 g of 3-[2-n-butyl-1-benzyl-1H-imidazol-5-yl]-2-benzylpropanoic acid; mp 148°-150° C. (hydrochloride salt).

Provenance & Evidence