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ChemicalBook CAS DataBase List N-Ethylcyclohexylamine
5459-93-8

N-Ethylcyclohexylamine synthesis

14synthesis methods
N-Ethylcyclohexylamine is produced by hydrogenation of ethylaniline at 180 ℃ and 6 MPa or by amination of cyclohexanone under hydrogenation conditions in the presence of ethylamine. The amine is a starting material for the preplant sugar beet, grass, and spinach herbicide cycloate (Zeneca's Ro-Neet), which is obtained by converting N-ethylcyclohexylamine into S-ethyl-N-ethyl-N-cyclohexylthiocarbamate. A minor use of N-ethylcyclohexylamine is for vulcanization accelerators.
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Yield: 97.8%

Reaction Conditions:

Stage #1:ethylamine with 5%-palladium/activated carbon;hydrogen in methanol;water at 50; under 18751.9 Torr;Autoclave;Green chemistry;
Stage #2:cyclohexanone in methanol;water at 130; under 18751.9 Torr; for 1 h;Catalytic behavior;Green chemistry;Temperature;Solvent;Reagent/catalyst;

Steps:

1 Example 7
(1), to join in a 1L autoclave aqueous ethylamine 123g (1.913mol) of the mass concentration of 70%, followed by addition of 150g of methanol as a reaction solvent, then adding palladium-carbon catalyst 1.5g, subsequently blowing nitrogen after the air inside the high-pressure reaction vessel displaced, and then introducing hydrogen to maintain the pressure 2.5Mpa, then warmed to 50 , the above-described process has always maintained rapid stirring; (2), followed by a metering pump into the autoclave into the cyclohexanone 150g (1.53mol), and then heated to 130 , and reacted at a reaction pressure of 2.5Mpa 1h, the above reaction process continued through hydrogen and always maintain a high speed stirring; (3), after the end of the reaction, the inner temperature was lowered to room temperature the autoclave, the pressure is vented to atmospheric pressure, and materials, filtration palladium on carbon catalyst, to obtain a purity of 99.6% of N- cyclohexyl-ethyl filtrate after distillation amine finished 190g, a total yield of 97.8%. palladium on carbon catalyst of the active ingredient by palladium (Pd) and the activated auxiliary component (C) consisting of the active ingredient palladium (Pd) of 5% of the total weight of catalyst palladium on carbon

References:

Suzhou huanke New Material Co. Ltd.;Chen, Songlin;Huang, Daqi CN103435494, 2016, B Location in patent:Paragraph 0054-0057

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