Dimethyl terephthalate → Dimethyl Cyclohexane-1,1-dicarboxylate

HRID 1597687Notes

Reaction equation

HRID 1597687 reaction equation
C(OC)(=O)[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1>[Pd]>[C:5]1([C:6]([O:8][CH3:9])=[O:7])([C:6]([O:8][CH3:9])=[O:7])[CH2:4][CH2:3][CH2:2][CH2:11][CH2:10]1

Participants

3

Reactant 1

HCID 8441Dimethyl terephthalate

Product 1

HCID 10965525Dimethyl Cyclohexane-1,1-dicarboxylate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In the past 1,4-CHDM has been made by a process in which dimethyl terephthalate is subjected to hydrogenation using a catalyst of Ru or Pd carried on alumina to give dimethyl cyclohexanedicarboxylate, and then a side chain of the resulting ester is subjected to a hydrogenation reaction in the presence of a Cu—Zn oxide catalyst, to manufacture 1,4-CHDM, as mentioned, for example, in JP-W-8-510686. In addition, in JP-A-6-228028 is described a process for the manufacture of 1,4-CHDM where dialkyl terephthalate is subjected to hydrogenation to give dimethyl 1,4-cyclohexanedicarboxylate, and then the side chain of the product is hydrogenated using a catalyst containing Ru and Sn to manufacture 1,4-CHDM.

Sources & evidence

ORD record
ord-40f343461978475187f66ce1d1919e8b
Source dataset
uspto-grants-2001_09
Patent number
US06294703B1

Reaction notes

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