Sciencemadness Discussion Board

Reducing nitriles

madscientist - 14-11-2002 at 18:06

Does anyone know if it's feasible to reduce a nitrile to an amine? For example: reducing acetonitrile to ethylamine. Would Al/Hg amalgam do the trick?

methyl cyanide

the_stupidu - 15-11-2002 at 04:48

CH3CN + NH3 = [CH3NH2] + HCN

or better

CH3CN + NH3*H2O = [CH3NH2]*H2O + HCN + (NOX ... CH3COOH)

???

Re: reduction of nitriles

solo - 11-12-2002 at 08:00

try the catalytic hydrogenation with nickle or the Gabriel synthesis to get primary amines only or the process with intermediate cyanide product when treating the nitrile with NaCN but with hydrogenation with nickle you would get your primary amine, i.e. Benzyl chloride rx with NaCN get phenylacetonitrile(benzyl cyanide) anfter rx with catalytic hydrogenation at 140 C , get beta-phenylethylamine.

REf. Morrison and Boyd,