Hydrochloric Acid → HCID 14459385, compound

Participants

Reaction Steps

A solution containing ethyl 4-[5-[4-[(1,1-dimethylethoxy)carbonyl]phenyl]-2-(1H-imidazol-1-ylmethyl)-1E-pentenyl]benzoate (prepared as in Example 15; 3.5 g, 0.0074 mol) in acetic acid (45 ml) was treated with aqueous hydrochloric acid (5% of 35.4%). The solution was stirred at room temperature for three hours after which time the solution was basified with sodium hydrogen carbonate, diluted with water (500 ml) and extracted with dichloromethane (4×300 ml). The extracts were combined, dried over sodium sulphate, and the solvent was evaporated off under reduced pressure to yield a crude product. The crude product was purified by column chromatography (silica gel, 10% ethanol in chloroform) to yield ethyl 4-[5-(4-carboxyphenyl)-2-(1H-imidazol-1-ylmethyl)1E-pentenyl]benzoate as a colorless crystalline solid having a melting point of 167°-170° C. (chloroform/benzene) and the following structural characteristics:

Provenance & Evidence