Hydroquinone → Methacryloxyethyl sulfobenzoate

HRID 66427

Reaction equation

HRID 66427 reaction equation
[C:1]([O:6]CCO)(=[O:5])[C:2]([CH3:4])=[CH2:3].S(C1C=CC=C[C:15]=1[C:16]([O:18][C:19](=[O:30])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26]([OH:29])(=[O:28])=[O:27])=O)(O)(=O)=O.COC.C1(C=CC(O)=CC=1)O>C1(C)C=CC=CC=1>[S:26]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:19]([O:18][CH2:16][CH2:15][O:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])=[O:30])([OH:29])(=[O:27])=[O:28]

Participants

6

Reactant 4

HCID 785HydroquinoneHCID 8254Dimethyl EtherHCID 133602-Hydroxyethyl MethacrylateHCID 13795534Sulphobenzoic anhydride

Product 1

HCID 23594379Methacryloxyethyl sulfobenzoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

Hydroxyethyl methacrylate (65 g.), o-sulfobenzoic anhydride (92 g.), the monomethyl ether of hydroquinone (0.2 g.) and toluene (157 g.) are stirred, sparged with dry air, and heated at 110° C. for 2 hours and then cooled to room temperature. Analysis indicates an approximately 74% conversion of anhydride into methacryloxyethyl sulfobenzoate.

Workup

  1. customsparged
  2. customwith dry air
  3. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-fbe5209d366449a4b1f21f70e73d8767
Source dataset
uspto-grants-1978_12
Patent number
US04131736

Linked notes

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