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ChemicalBook CAS DataBase List trans-1,4-Diaminocyclohexane

trans-1,4-Diaminocyclohexane synthesis

11synthesis methods
-

Yield:30 % de

Reaction Conditions:

with 1-methoxy-2-propanol;5% rhodium on activated aluminium oxide;sodium methylate at 200; under 90009 Torr; for 2 h;Inert atmosphere;Autoclave;Pressure;Temperature;

Steps:

1 Example 1

In a 500 mL autoclave, 100 g of 1,4-diaminocyclohexane (cis / trans form = 80/20, manufactured by Tokyo Chemical Industry Co., Ltd.), 100 g of propylene glycol monomethyl ether (PGME) 7.5 g of Ru catalyst ("AA-4501", 5% Ru alumina powder, manufactured by N. E-Chemcat Co., Ltd.) and 0.63 g of sodium methoxide (manufactured by Tokyo Chemical Industry Co., Ltd.) were charged, (N 2) gas (10 kgf / cm 3) was repeated three times, and the inside of the system was replaced with nitrogen gas.While stirring at a stirring speed of 300 rpm, a temperature The reaction was carried out for 2 hours under the condition of 200 ° C. and pressure (pressure of N 2 gas) of 12 MPa. After the reaction, the reaction mixture was cooled to room temperature and pressure filtered using a 0.2 μm membrane filter to remove the catalyst to obtain a filtrate. Analysis of the obtained filtrate by gas chromatography mass spectrometry (GC-MS) revealed that the proportion of cis isomer was 63.37 area%, the proportion of trans form was 34.7 area%, the other components (4-aminocyclo By-product such as hexanol) was 1.93 area%, and cis / trans form = 65/35.

References:

JP2015/13833,2015,A Location in patent:Paragraph 0062; 0073

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