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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514847Generated: October 26, 2026

Epichlorohydrin → (Oxiran-2-yl)methyl 5-phenylpenta-2,4-dienoate

https://huagongshe.com/reaction/1514847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
Reactant5-Phenyl-2,4-pentadienoic acidHCID 73777—
CatalystTetraethylammonium BromideHCID 6285—
SolventWaterHCID 962—
Product(Oxiran-2-yl)methyl 5-phenylpenta-2,4-dienoateHCID 53778512—

Reaction Conditions

Temperature110 °C

Reaction Steps

To 9.0 g of cinnamylideneacetic acid (manufactured by Lancaster) were added 3.5 g of tetraethylammonium bromide (manufactured by Wako Pure Chemical) and 100 ml of epichlorohydrin (manufactured by Wako Pure Chemical), the mixture was heated to reflux at 110° C. for 3 hours, 50 ml of distilled water was added thereto and an organic layer was separated and concentrated in vacuo at 80° C. to give 17.3 g of glycidyl cinnamylideneacetate. An epoxy equivalent of this glycidyl cinnamylideneacetate was 444.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222399B2
Source datasetuspto-grants-2012_07
ORD IDord-51d1f2b4d39944b99cd59368ea238e8e
Source noteuspto-grants-2012_07