Reaction #94706

ord-a6568f89fb194a98bf00a571ff9c6b27

Reaction equation

Oc1ccc(O)cc1
hydroquinone
CC(C(=O)OC(=O)C(C)S(=O)(=O)O)S(=O)(=O)O
sulfopropionic anhydride
C=C(C)C(=O)OCC(C)O
2-hydroxypropyl methacrylate
COC
monomethyl ether
→
C=C(C)C(=O)OC(C)(C)OC(=O)C(C)S(=O)(=O)O
METHACRYLOXYISOPROPYL SULFOPROPIONATE

Reactants

Oc1ccc(O)cc1
hydroquinone
CC(C(=O)OC(=O)C(C)S(=O)(=O)O)S(=O)(=O)O
sulfopropionic anhydride
C=C(C)C(=O)OCC(C)O
2-hydroxypropyl methacrylate
COC
monomethyl ether

Reagents

None

Solvents

Cc1ccccc1
toluene

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherTo a reaction vessel fitted with an air-bleed tube
  2. 2
    Othersparged
  3. 3
    Dryingwith dry air as in (1) above
  4. 4
    Temperatureheated
  5. 5
    workup.ADDITIONAfter 0.5 hour at 60° C. a solution containing 29% by weight of methacryloxyisopropyl sulfopropionate
  6. 6
    Otheris obtained

Procedure

To a reaction vessel fitted with an air-bleed tube, thermometer, stirrer, and condenser there are charged sulfopropionic anhydride (29.1 g.), 2-hydroxypropyl methacrylate (29.1 g.), the monomethyl ether of hydroquinone (0.1 g.) and toluene (60 g.). The mixture is stirred, sparged with dry air as in (1) above and heated. After 0.5 hour at 60° C. a solution containing 29% by weight of methacryloxyisopropyl sulfopropionate is obtained.

Source

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