HCID 13228943, compound → HCID 13228938, compound

Participants

Reaction Steps

4-Chloro-1-(4-benzyloxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid (20 g) was boiled in 200 ml of trifluoroacetic acid for 30 minutes. The reaction mixture was evaporated to dryness under reduced pressure and the residue was dissolved in 300 ml of diethyl ether and washed with two 300-ml portions of water. The diethyl ether layer was extracted with six 150-ml portions of 0.3 N-sodium hydroxide. The aqueous layers containing the desired product were combined, adjusted to pH 2 with hydrochloric acid and extracted with four 200-ml portions of ethyl acetate. The ethyl acetate layer was evaporated to dryness under reduced pressure and the residue was dissolved in 20 ml of acetone, followed by addition of 30 ml of diethyl ether to give 10 g or 4-chloro-1-(4-hydroxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid as colorless needles, m.p. 193°-195° C. (decompn.).

Provenance & Evidence