Nickel-aluminum alloy ketones

Surprisingly good results in the reduction of aromatic ketones were obtained in treating the ketones with a 50% nickel-aluminum alloy in 10-16% aqueous sodium hydroxide at temperatures of 20-90° (yields 65-90%) [769, 827]. 

Reduction of unsaturated ketones to saturated alcohols is achieved by catalytic hydrogenation using a nickel catalyst [49], a copper chromite catalyst [50, 887] or by treatment with a nickel-aluminum alloy in sodium hydroxide [555]. If the double bond is conjugated, complete reduction can also be obtained with some hydrides. 2-Cyclopentenone was reduced to cyclopentanol in 83.5% yield with lithium aluminum hydride in tetrahydrofuran [764], with lithium tris tert-butoxy)aluminium hydride (88.8% yield) [764], and with sodium borohydride in ethanol at 78° (yield 100%) [764], Most frequently, however, only the carbonyl is reduced, especially with application of the inverse technique (p. 21). 

A finely divided nickel/aluminum alloy that has been treated with NaOH to dissolve out most of the aluminum. Used as a catalyst for the hydrogenation of ketones and aldehydes to alcohols, (p. 456)... 

Enones are reduced to saturated ketones by catalytic hydrogenation provided the reaction is stopped following the absorption of 1 mol of hydrogen. " A number of catalysts were found useful for this, including platinum, platinum oxide,Pt/C, " Pd/C, - Rh/C, " tris(triphenylphosphine)rhodium chloride, - nickel-aluminum alloy in 10% aqueous NaOH, and zinc-reduced nickel in an aqueous medium. Mesityl oxide is formed from acetone and reduced in a single pot to methyl isobutyl ketone using a bifunctional catalyst which comprised palladium and zirconium phosphate (Scheme 20). 

Catalysts for HydroSimmonolysis. The hydrogenation type of catalysts referred to above (i.e., nickel-, cobalt-, and copper-based catalysts) and also noble-metal catalysts are used in the hydroammonolysis of aldehydes and ketones. A foraminate nickel catalyst, made from a 42 58 nickel aluminum alloy was used to convert acetone to isopropylamine by a vapor-phase reaction employing an excess of ammonia and hydrogen. ... 

A-(2-AMINOETHYL) PIPERAZINE (140-31-8) Combustible liquid (flash point 199°F/ 93°C). Aqueous solution is a strong base. Incompatible with strong oxidizers, organic anhydrides, acrylates, alcohols, aldehydes, alkylene oxides, substituted allyls, cellulose nitrate, cresols, caprolactam solution, epichlorohydrin, ethylene dichloride, isocyanates, ketones, glycols, nitrates, phenols, vinyl acetate. Exothermic decomposition with maleic anhydride. May increase the explosive sensitivity of nitromethane. Attacks aluminum, copper, magnesium, nickel, zinc, or their alloys, and galvanized steel. 

---