Ethylene Glycol → Bis(2-hydroxyethyl) adipate

HRID 2254282Notes

Reaction equation

HRID 2254282 reaction equation
[C:1]([O:11][CH3:12])(=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7].C(O)[CH2:14][OH:15].[CH3:17][OH:18]>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4]>[OH:15][CH2:14][CH2:12][O:11][C:1](=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH2:17][OH:18])=[O:7]

Participants

5

Conditions

Temperature
190 °C

Procedure

A 1-liter glass flask equipped with a stirrer, thermometer, gas inlet, and distillation outlet was charged with 174.2 g (1.00 mole) of dimethyl adipate, 198.3 g (2.20 moles) of ethylene glycol, and a small amount of tetrabutyl titanate as a catalyst. The mixture in the flask was purged with nitrogen, heated to 190° C., and reacted at this temperature for 1 hour. As the reaction proceeded, bis(2-hydroxyethyl)adipate was produced with the distillation of methanol from the flask.

Workup

  1. customA 1-liter glass flask equipped with a stirrer
  2. distillationthermometer, gas inlet, and distillation outlet
  3. customThe mixture in the flask was purged with nitrogen
  4. customreacted at this temperature for 1 hour

Sources & evidence

ORD record
ord-ba03def8e92e4f279de81aa23ea90899
Source dataset
uspto-grants-1993_08
Patent number
US05235024

Reaction notes

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