Dimethyl 1,4-cyclohexanedicarboxylate → HCID 66983212, compound

HRID 2070220Notes

Reaction equation

HRID 2070220 reaction equation
[CH2:1]([CH:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:5][OH:6])[CH2:2][CH3:3].CO[C:14]([CH:16]1[CH2:21][CH2:20][CH:19]([C:22]([O:24][CH3:25])=[O:23])[CH2:18][CH2:17]1)=[O:15]>CC([O-])C.CC([O-])C.CC([O-])C.CC([O-])C.[Ti+4]>[CH2:1]([CH:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:5][O:6][C:14]([CH:16]1[CH2:17][CH2:18][CH:19]([C:22]([O:24][CH2:25][CH:4]([CH2:1][CH2:2][CH3:3])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:23])[CH2:20][CH2:21]1)=[O:15])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 7198Dimethyl 1,4-cyclohexanedicarboxylateHCID 248472-Propyl-1-heptanol

Product 1

HCID 66983212HCID 66983212, compound

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Conditions

Temperature
185 °C

Procedure

2-Propylheptyl alcohol (8.1 mol), dimethylcyclohexane-1,4-dicarboxylate (DMCD, cis 81.8%, trans 18.2%, SK NJC, 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(2-propylheptyl)cyclohexane-1,4-dicarboxylate (cis 81%, trans 19%) was obtained with a purity of 99.3% in the same manner as in Example 1.

Workup

  1. customequipped with a stirrer

Sources & evidence

ORD record
ord-611f4b227f0d46acb68c1c54e3ef0e07
Source dataset
uspto-grants-2012_10
Patent number
US08299292B2

Reaction notes

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