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ChemicalBook CAS DataBase List N-Methylcyclohexylamine
100-60-7

N-Methylcyclohexylamine synthesis

15synthesis methods
N-Methylcyclohexylamine can be prepared by a procedure similar to that used for cyclohexylamine, i.e., by hydrogenation of methylaniline over a supported nickel catalyst or from cyclohexanone and methylamine under hydrogenation conditions. Cyclohexylamine reacts with methanol over copper, zinc, or copper – calcium catalysts.
-

Yield:100-60-7 74 %Chromat.

Reaction Conditions:

with platinum on carbon;hydrogen;sodium hydroxide at 130; under 30003 Torr; for 36 h;Autoclave;

Steps:

2.4. Typical procedures of catalytic reactions
General procedure: After the reduction under a flow of H2 at 300°C for 0.5h, we carried out catalytic tests without exposing the catalyst to air as follows. Methanol (30mmol) was injected to the reduced catalyst inside the glass tube through a septum inlet, thus the catalyst was covered with a layer of methanol to restrict it from air exposure. After removal of the septum under air, amine (1mmol), solid NaOH (1mmol), n-dodecane (0.25mmol) and a magnetic stirrer bar were placed in the tube. The tube was inserted into a stainless-steel autoclave (28cm3) and purged with N2 gas. Finally, the resulting mixture was heated at 150°C and stirred under 1barN2. For the model reaction of n-octylamine, the catalyst screening, optimization of reaction conditions, kinetic studies and control reactions, the conversion of n-octylamine and yields of products were determined by GC analyses, using n-dodecane as an internal standard by applying the GC sensitivity of the isolated or commercial products. For the substrate scope study, the products were isolated by column chromatography with silica gel 60 (spherical, 60-100μm, Kanto Chemical Co., Ltd.) using hexane/ethyl acetate or ethyl acetate/methanol as the eluting solvent. The yields of the isolated amine derivatives were determined and identified by 1H and 13C NMR and GC-MS methods.

References:

Jamil, Md.A.R.;Touchy, Abeda S.;Rashed, Md. Nurnobi;Ting, Kah Wei;Siddiki, S.M.A. Hakim;Toyao, Takashi;Maeno, Zen;Shimizu, Ken-ichi [Journal of Catalysis,2019,vol. 371,p. 47 - 56]

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