Hydrochloric Acid → Ethyl-m-[N,N-di(n-hexadecyl)aminomethyl]-benzimidate dihydrochloride

Participants

Reaction Steps

A mixture of α-[N,N-di(n-hexadecyl)amino]-m-toluonitrile (29.0 g., 0.05 mole), ethanol (40 ml., 0.67 mole) and dioxane (100 ml.) was saturated with dry hydrogen chloride gas for 40 minutes at 15°-25° C. It was then stoppered and held overnight at room temperature. Thin layer chromatography analysis (4:1, benzene:ethanol on silica gel) indicated complete reaction of the nitrile. The mixture was evaporated in vacuo yielding the named product quantitatively as a foam [35.0 g., ~ 100% yield, Rf .87 (4:1, benzene: ethanol on silica gel)].

Provenance & Evidence