13042-18-7

Sensit,Thiemann,W. Germany,1974

ChEBI: 3,3-diphenyl-N-(1-phenylethyl)-1-propanamine is a diarylmethane.

21.13 grams of γ,γ-diphenyl-propylamine and 12.01 grams of acetophenone are hydrogenated in 200 ml of methanol at 55°C and a pressure of 10 atmospheres in the presence of palladium charcoal. On filtration of the catalyst the solution is concentrated and the remainder is distilled in vacuo at a pressure of 0.3 Hg mm. The main distillate is collected at 206° to 210°C. 25.38 grams of N-[1'-phenylethyl-(1')]-1,1-diphenyl-propyl-(3)-amine are obtained.
The product is dissolved in 134 ml of 96% ethanol whereupon 26.8 ml of concentrated hydrochloric acid and 201 ml of water are added while cooling with ice-water. The precipitate is filtered off and dried in vacuo at 100°C. 22.98 grams of N-[1'-phenylethyl)-(1')]-1,1-diphenyl-propyl-(3)-amine hydrochloride are obtained. MP 200° to 201°C. On recrystallization from 285 ml of a 2:1 mixture of water and 96% ethanol the melting point remains unchanged.

Coronary vasodilator