Succinic anhydride → Acryloyloxyethyl succinate

HRID 1380029Notes

Reaction equation

HRID 1380029 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[C:8]([O:12][CH2:13][CH2:14][OH:15])(=[O:11])[CH:9]=[CH2:10].C(C1C=C(C)C=C(C(C)(C)C)C=1O)(C)(C)C>[Cl-].C[N+](C)(C)C>[C:8]([O:12][CH2:13][CH2:14][O:15][C:4]([CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[O:5])(=[O:11])[CH:9]=[CH2:10]

Participants

5

Reactant 3

HCID 7922Succinic anhydrideHCID 131652-Hydroxyethyl acrylateHCID 314042,6-Di-tert-butyl-4-methylphenol

Product 1

HCID 175956Acryloyloxyethyl succinate

Reagents, catalysts & solvents 1

HCID 6379Tetramethylammonium chlorideCatalyst

Conditions

Temperature
90 °C

Procedure

A mixture of succinic anhydride (30.0 g), 2-hydroxyethyl acrylate (34.2 g), tetramethylammonium chloride (0.2 g), and 2,6-di-tert. butyl-4-methyl phenol (0.15 g) is heated at 90° C. for 3 hours, by which time the infra-red spectrum of the mixture shows that almost all of the anhydride has reacted. The mixture is cooled to give the desired acid.

Workup

  1. customhas reacted
  2. temperatureThe mixture is cooled

Sources & evidence

ORD record
ord-bc0ed7e30c9f45239f021272c5222956
Source dataset
uspto-grants-1986_04
Patent number
US04579809

Reaction notes

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