Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208626Generated: November 1, 2026

Epichlorohydrin → ((o-Allylphenoxy)methyl)oxirane

https://huagongshe.com/reaction/2208626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
Reactant2-AllylphenolHCID 15624—
Catalyst2-AllylphenolHCID 15624—
SolventWaterHCID 962—
Product((o-Allylphenoxy)methyl)oxiraneHCID 98437—

Reaction Conditions

Temperature100 °C

Reaction Steps

This allyl phenyl ether was introduced into an autoclave and held at 200° C. for 5 hours with stirring. In this stage, a rearrangement reaction occurred to obtain 2-allylphenol. Into a reaction vessel, 134 g (1 mol) of the 2-allylphenol and 1.3 g of a boron trifluoride ether complex as a catalyst were introduced. In a nitrogen atmosphere, the contents were heated to 100° C. with stirring, and epichlorohydrin was added dropwise thereto in an amount of 1 mol per mole of the 2-allylphenol, with stirring the contents and maintaining that temperature. Thereafter, 100 g of 48% aqueous sodium hydroxide solution was added dropwise thereto at 60° C., and the resultant mixture was aged at 60° C. for 2 hours. Subsequently, 400 g of water was added thereto, and this mixture was stirred at 80° C. for 30 minutes and then allowed to stand still at 80° C. for 1 hour. The lower layer (aqueous layer) which had separated was removed, followed by dehydration at 100° C. under vacuum to obtain 2-allylphenyl glycidyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376510B2
Source datasetuspto-grants-2016_06
ORD IDord-0202b8de503d45f695134b6074fc3358
Source noteuspto-grants-2016_06