HCID 13075848, compound → HCID 13228938, compound

Participants

Reaction Steps

4-Chloro-1-(4-ethoxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid (10 g) was stirred in 90 ml of 57% hydrobromic acid at 80°-90° C. for 6 hours. The reaction mixture was evaporated to dryness under reduced pressure and the residue was dissolved in 200 ml of ethyl acetate and washed three times with water. The ethyl acetate layer was evaporated to dryness under reduced pressure and the residue was purified by column chromatography using 210 g of silica gel. The desired fractions were recrystallized from acetone-diethyl ether to give 3 g of 4-chloro-1-(4-hydroxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid as colorless needles, m.p. 190°-192° C. (decompn.).

Provenance & Evidence