Propylamine → 1,1-Diphenyl-4-n-propylaminobutane

Participants

Reaction Conditions

Reaction Steps

A solution of 15.0 g. of 1,1-diphenyl-4-chlorobutane and 35 cc. of propylamine in 75 cc. of ethyl alcohol was heated in a sealed bomb at 100° C. for 16 hours. After cooling the reaction mixture to about 25° C., the solvent was removed under reduced pressure. The product was dissolved in 100 cc. of diethyl ether and washed with 5 N sodium hydroxide, and the product was extracted with 2 N hydrochloric acid. The aqueous acidic extracts were combined and the pH was adjusted to 11 by the addition of 5 N sodium hydroxide. The product was insoluble in the aqueous basic solution and was extracted therefrom into diethyl ether. The ethereal extracts were combined, washed with water and dried, and hydrogen chloride gas was added to the ethereal solution. The hydrochloride salt of 1,1-diphenyl-4-n-propylaminobutane crystallized and was collected by filtration. m.p. 94°-96° C.

Provenance & Evidence