ChemicalBook CAS DataBase List Dimethyl 1,4-cyclohexanedicarboxylate

Dimethyl 1,4-cyclohexanedicarboxylate synthesis

8synthesis methods

Product Name:Dimethyl 1,4-cyclohexanedicarboxylate
CAS Number:94-60-0
Molecular formula:C10H16O4
Molecular Weight:200.23

67-56-1

619-81-8

94-60-0

Methanol (500 mL) was cooled to 0°C under ice-salt bath conditions and thionyl chloride (138 g, 4.0 eq.) was added slowly and dropwise. Cis-1,4-cyclohexanedicarboxylic acid (50 g, 1.0 eq.) was added to the above prepared HCl-methanol solution, followed by heating and refluxing the reaction mixture for 1 hour. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the solvent was removed by evaporation and the residue was diluted with distilled water and extracted with ethyl acetate (3 x 100 mL). The combined ethyl acetate layers were washed sequentially with saturated NaHCO3 solution and saturated brine and dried over anhydrous Na2SO4. Finally, the solvent was removed by evaporation to give dimethyl 1,4-cyclohexanedicarboxylate (56.4 g, 97% yield) as a white solid.

120-61-6 Synthesis

120-61-6
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$6.00/25g

94-60-0
247 suppliers
$6.00/10g

Yield:-

Reaction Conditions:

with hydrogen;2% Pd/C at 20 - 200; under 1277.21 - 104192 Torr; for 2 h;Product distribution / selectivity;

Steps:

7
Example 7; The catalyst produced in Example 1 (5 g) in a stainless steel catalyst basket was loaded in a 300 cc stainless steel autoclave. Then 170 g of DMCD and 30 g of DMT were added to the autoclave. Then, the autoclave was agitated and purged with 10 psig nitrogen twice at ambient temperature and then purged with 0.7 bars guage (barg) (10 psig) hydrogen. Then, the autoclave was heated to 200° C. at a heating rate of 10° C./minute and pressurized to 137.5 barg (2000 psig) with hydrogen. After 2 hours, the autoclave was cooled to about 70° C. and purged with nitrogen. Finally, the solution was discharged from the autoclave and analyzed by gas chromatography. DMT conversion was 68% and selectivity to DMCD was 95%.

References:

Liu, Zhufang US2007/255070, 2007, A1 Location in patent:Page/Page column 4

6289-46-9 Synthesis