Peracetic Acid → Allyl glycidyl maleate

HRID 638655Notes

Reaction equation

[C:1]([O:11][CH2:12][CH:13]=[CH2:14])(=[O:10])/[CH:2]=[CH:3]\[C:4]([O:6][CH2:7][CH:8]=[CH2:9])=[O:5].C(OO)(=[O:17])C>>[C:4]([O:6][CH2:7][CH:8]=[CH2:9])(=[O:5])/[CH:3]=[CH:2]\[C:1]([O:11][CH2:12][CH:13]1[O:17][CH2:14]1)=[O:10]

Participants

Reactant 2

HCID 6585Peracetic Acid

HCID 5354266Diallyl maleate

Product 1

HCID 24972838Allyl glycidyl maleate

Procedure

The reaction of diallyl maleate with peracetic acid is reported in J. Am. Chem. Soc. 81, page 3354 (1959). In spite of a 4-fold excess of ester, the reaction time was 11.5 hours at 50° C. Allyl glycidyl maleate was obtained in a yield of only 71%. The preparation of diglycidyl maleate is not mentioned.

Sources & evidence

ORD record: ord-8962db751c6d4577b8a3f2003f6e540e
Source dataset: uspto-grants-1985_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04562274

Reaction notes

Loading…