Cyclohexylamine cyclohexanone oxime

Therefore, CL and die depolymerized product from which CL is regenerated contain various impurities which are present in widely fluctuating amounts depending on the reclamation processes involved. In particular, the presence of cyclohexanone, cyclohexanone oxime, octahydrophenazine, aniline, and other easily oxidized compounds affects die permanganate number. Also volatile substances such as aniline, cyclohexylamine, cyclohexanol, cyclohexanone, nitrocy-clohexanone, and aliphatic amines may also be present in the CL.22... 

Reduction of cyclohexanone oxime with lithium aluminum hydride in tetra-hydrofuran gave cyclohexylamine in 71% yield [809], and reduction of ketoximes with sodium in methanol and liquid ammonia [945] or in boiling ethanol [946] afforded alkyl amines, usually in good to high yields. Stannous chloride in hydrochloric acid at 60° reduced the dioxime of 9,10-phenanthra-... 

Whereas diborane in tetrahydrofuran reduces oximes only at 105-110 , oxime ethers and oxime esters are reduced to amines and alcohols at room temperature in good yields. For example the p-nitrobenzoyl ester of cyclohexanone oxime gave a 67% yield of cyclohexylamine and 81% yield of p-nitrobenzyl alcohol [948]. 

An example of the simplicity and potential of the photo-oxygenation reaction is described for the preparation of (Z)-l-hydroperoxy-A-[(Z)-3-methoxycarbonyl)-2-propenylidene]cyclohexylamine A-oxide (P) starting from 2-methoxyfuran and cyclohexanone oxime, which both can be purchased and used without further purification. 

In the absence of a metal catalyst, alkyl hydroperoxides react with primary amines to give either ketimines or aldimines [188]. In the presence of molybdenum-, vanadium-, or titanium naphthenate, however, the oxidation of cyclohexylamine with cumene hydroperoxide [189] is reported to give cyclohexanone oxime in good yield, equation (136). 

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