Reaction #94705

ord-fbe5209d366449a4b1f21f70e73d8767

Reaction equation

C=C(C)C(=O)OCCO
Hydroxyethyl methacrylate
O=C(OC(=O)c1ccccc1S(=O)(=O)O)c1ccccc1S(=O)(=O)O
o-sulfobenzoic anhydride
COC
monomethyl ether
Oc1ccc(O)cc1
hydroquinone
→
C=C(C)C(=O)OCCOC(=O)c1ccccc1S(=O)(=O)O
METHACRYLOXYETHYL SULFOBENZOATE

Reactants

C=C(C)C(=O)OCCO
Hydroxyethyl methacrylate
O=C(OC(=O)c1ccccc1S(=O)(=O)O)c1ccccc1S(=O)(=O)O
o-sulfobenzoic anhydride
COC
monomethyl ether
Oc1ccc(O)cc1
hydroquinone

Reagents

None

Solvents

Cc1ccccc1
toluene

Conditions

Temperature
110°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Othersparged
  2. 2
    Otherwith dry air
  3. 3
    Temperaturecooled to room temperature

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04131736uspto-grants-1978_12