Hydrochloric Acid → HCID 54041926, compound

Participants

Reaction Steps

N-(2-Diethylaminoethyl)-4'-[1-hydroxy-2-(p-methoxyphenyl)-1-phenylbut-1-yl]methanesulfonanilide hydrochloride (34.5 g., 0.0616 mole) is dissolved in 200 ml. of concentrated hydrochloric acid and 200 ml. ethanol and the solution is refluxed for 1 hr. The ethanol is distilled under reduced pressure and the aqueous residue is basified with 50% aqueous NaOH to pH 11.0. The dehydration product is extracted with ethyl ether and the ether solution is washed with water, saturated sodium chloride, and dried (MgSO4). Distillation of the solvent yields 30.5 g. of an oil which is crystallized by dissolving in hot isopropanol and cooling the solution; 23.2 g., (75% yield with both Z and E isomers present in equal amounts), m.p. 120°-130°C.

Provenance & Evidence