Hydrochloric Acid → HCID 53978413, compound

Participants

Reaction Steps

1-(2,4-Difluorophenyl)-2-[3-(4-hydroxystyryl)-1,2,4-triazol-1-yl]-1-(1,2,4-triazol-1-ylmethyl)ethanol (710 mg) was dissolved in N-methylpyrrolidone (10 ml., dried over molecular sieve), and sodium hydride (57% dispersion in oil, 75 mg) was added in portions. When the evolution of hydrogen had ceased, p-chlorobenzyl chloride (300 mg) was added, and the mixture was stirred at 80° for 3 hours and then for 18 hours at room temperature. The reaction mixture was poured into 0.1N hydrochloric acid and extracted with ethyl acetate. The extracts were combined, washed successively with water, 0.5N sodium hydroxide solution (twice), water and brine, and was then filtered through anhydrous sodium sulphate. The filtrate was evaporated, and the crude product was purified by medium pressure liquid chromatography, eluting with chloroform, to give 2-[3-(4-p-chlorobenzyloxystyryl)-1,2,4-triazol-1-yl]-1-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-ylmethyl)ethanol, crystallised from diethylether/ethyl acetate/petroleum ether, m.p. 103°-106°.

Provenance & Evidence