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Author: Subject: Reducing nitriles
madscientist
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[*] posted on 14-11-2002 at 18:06
Reducing nitriles


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?



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the_stupidu
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[*] posted on 15-11-2002 at 04:48
methyl cyanide


CH3CN + NH3 = [CH3NH2] + HCN

or better

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

???




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[*] posted on 11-12-2002 at 08:00
Re: reduction of nitriles


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,
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