madscientist
National Hazard
Posts: 962
Registered: 19-5-2002
Location: American Midwest
Member Is Offline
Mood: pyrophoric
|
|
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?
I weep at the sight of flaming acetic anhydride.
|
|
|
the_stupidu
Harmless
Posts: 1
Registered: 15-11-2002
Member Is Offline
Mood: No Mood
|
|
methyl cyanide
CH3CN + NH3 = [CH3NH2] + HCN
or better
CH3CN + NH3*H2O = [CH3NH2]*H2O + HCN + (NOX ... CH3COOH)
???
|
|
|
solo
International Hazard
Posts: 3967
Registered: 9-12-2002
Location: Estados Unidos de La Republica Mexicana
Member Is Online
Mood: ....getting old and drowning in a sea of knowledge
|
|
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,
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
