Hydroquinone → Methacryloxyisopropyl sulfopropionate

HRID 66428

Reaction equation

HRID 66428 reaction equation
S([CH:5](C)[C:6]([O:8][C:9](=[O:16])[CH:10]([S:12]([OH:15])(=[O:14])=[O:13])[CH3:11])=[O:7])(O)(=O)=O.[C:18](OCC(O)C)(=[O:22])[C:19]([CH3:21])=[CH2:20].[CH3:28]OC.C1(C=CC(O)=CC=1)O>C1(C)C=CC=CC=1>[S:12]([CH:10]([CH3:11])[C:9]([O:8][C:6]([O:7][C:18](=[O:22])[C:19]([CH3:21])=[CH2:20])([CH3:5])[CH3:28])=[O:16])([OH:15])(=[O:13])=[O:14]

Participants

6

Reactant 4

HCID 785HydroquinoneHCID 8254Dimethyl EtherHCID 135392-Hydroxypropyl methacrylateHCID 211156681-Oxo-1-(2-sulfopropanoyloxy)propane-2-sulfonic acid

Product 1

HCID 86736239Methacryloxyisopropyl sulfopropionate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

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.

Workup

  1. customTo a reaction vessel fitted with an air-bleed tube
  2. customsparged
  3. dry with materialwith dry air as in (1) above
  4. temperatureheated
  5. additionAfter 0.5 hour at 60° C. a solution containing 29% by weight of methacryloxyisopropyl sulfopropionate
  6. customis obtained

Sources & evidence

ORD record
ord-a6568f89fb194a98bf00a571ff9c6b27
Source dataset
uspto-grants-1978_12
Patent number
US04131736

Linked notes

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