Ethylene Glycol → Bis(2-hydroxyethyl) terephthalate

HRID 1858873Notes

Reaction equation

HRID 1858873 reaction equation
[C:1]([O:13][CH3:14])(=[O:12])[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.C(O)[CH2:16][OH:17].O.[C:20]([O-])(=[O:22])C.[Ca+2].C([O-])(=O)C>O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[OH:17][CH2:16][CH2:14][O:13][C:1](=[O:12])[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH2:9][CH2:20][OH:22])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 8441Dimethyl terephthalateHCID 82163Calcium acetate monohydrate

Product 1

HCID 13739Bis(2-hydroxyethyl) terephthalate

Reagents, catalysts & solvents 1

HCID 61372Cobalt(II) acetate tetrahydrateCatalyst

Conditions

Temperature
160 °C

Procedure

1.4 moles of dimethyl terephthalate (277 g) and 7.2 moles of ethylene glycol (445 g) were weighed into a one-liter round-bottomed flask connected to a vacuum line. A catalytic amount of cobalt (II) acetate tetrahydrate (180 mg, 0.5 mole) and calcium acetate hydrate (90 mg, 0.4 mole) were added. The reaction mixture was heated at 160° C. in an oil bath under a mild vacuum.

Sources & evidence

ORD record
ord-dc76a062cec64b50b88dfceeb2798cbe
Source dataset
uspto-grants-2000_11
Patent number
US06153212

Reaction notes

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