Dimethyl 1,4-cyclohexanedicarboxylate → HCID 23444094, compound

HRID 2070221Notes

Reaction equation

HRID 2070221 reaction equation
[CH2:1]([OH:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([CH3:9])[CH3:8].CO[C:13]([CH:15]1[CH2:20][CH2:19][CH:18]([C:21]([O:23][CH3:24])=[O:22])[CH2:17][CH2:16]1)=[O:14]>CC([O-])C.CC([O-])C.CC([O-])C.CC([O-])C.[Ti+4]>[CH2:1]([O:10][C:13]([CH:15]1[CH2:16][CH2:17][CH:18]([C:21]([O:23][CH2:24][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([CH3:9])[CH3:8])=[O:22])[CH2:19][CH2:20]1)=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 7198Dimethyl 1,4-cyclohexanedicarboxylateHCID 17072Isononanol

Product 1

HCID 23444094HCID 23444094, compound

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Conditions

Temperature
185 °C

Procedure

Isononyl alcohol (8.1 mol), dimethylcyclohexane-1,4-dicarboxylate (DMCD, cis 1.7%, trans 98.3%, Eastman, 3.0 mol) and tetraisopropyl titanate catalyst (0.85 g) were added to a 2.5 L reactor equipped with a stirrer and two condensers and heated to 185° C. Di(isononyl)cyclohexane-1,4-dicarboxylate (cis 3%, trans 97%) was obtained with a purity of 99.7% in the same manner as in Example 1.

Workup

  1. customequipped with a stirrer

Sources & evidence

ORD record
ord-7049b66ae9594012906a54a6c77654cb
Source dataset
uspto-grants-2012_10
Patent number
US08299292B2

Reaction notes

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