Methyl propylamine, oxidation

The lithium- -propylamine reducing system has been found capable of reducing julolidine (113) to /d -tetrahydrojulolidine (114, 66% yield) and 1-methyl-1,2,3,4-tctrahydroquinoline to a mixture of enamines (87% yield), l-methyl-J -octahydroquinoline (115) and 1-methyl-al -octahydro-quinoline (116) 102). This route to enamines of bicyclic and tricyclic systems avoids hydroxylation, which occurs during mercuric acetate oxidation of certain bicyclic and tricyclic tertiary amines 62,85 see Section III.A). 

Microsomal oxidation of amines and phenols may proceed by different ways. For example, it has been shown [42] that phentermine (2-methyl-l-phenyl-2-propylamine) is hydro-xylated to /V-hydroxyphcntcrminc by rat liver cytochrome P-450 system through a normal cytochrome P-450 way ... 

The stereochemistry of hydrogenolysis of optically active 2-methyl-2-phenylaziridine (57, X = H) has been studied by Mitsui and Sugi.124,125 The products were mostly 2-phenyl-l-propylamine (58, X = H)) (92-100%), along with small amounts of 2-phenyl-2-propylamine or 2-cyclohexypropylamine (0-7%) and hydrocarbons (2-phenylpropene or -propane) (-0-5%). Over Pd(OH)2 in ethanol, the configuration of 58 (X = H) was predominantly of inversion, while over platinum oxide it was largely retained. With addition of NaOH to palladium, however, the retained product... 

Fig. 16. The variation of Pmaxi the maximum rate of oxidation in torr. min of some primary and secondary aliphatic amine with temperature [114], Amine pressure 500 torr oxygen pressure 200 torr. , Methylamine , ethylamine , iso-propylamine B, dimethylamine o, w-propylamine , di-iso-propylamine a, ethylmethyl-amine , iso-butylamine , n-butylamine , diethylamine , methyl-n-propylamine di-n-propylamine , n-butylchloride.

The catalytic transfer reductions of ethyl methyl ketone, isopropyl methyl ketone, and 4-methylacetophenone were studied over the wide series of basic, acidic and semiconducting oxides supported on Si02. Most of them exhibited remarkable activity in the studied transformations. The existence of the strong oxide oxide interaction between deposited phases and Si02 was noted. The nature of catalytic active sites was identified using catalytic titration with Hammett indicators and tetracyanoethylene. An unforeseen modifying effect of n-propylamine, o-nitroaniline, and TCNE onto AI2O3 was observed which led to the enhancement of catalyst activity. 

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