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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608456Generated: November 1, 2026

Phenol → Diglycidyl ether

https://huagongshe.com/reaction/1608456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium HydroxideHCID 14798—
Reactant(-)-EpichlorohydrinHCID 2734062—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventDimethylformamideHCID 6228—
ProductDiglycidyl etherHCID 16704—

Reaction Steps

The starting phenol derivative (2.50 g) of the following formula: ##STR25## and R-(-)-epichlorohydrin (chemical purity: 98.5% or more, optical purity: 99% or more, 4.25 g) and benzyltriethylammonium chloride (20 mg) are dissolved in dimethylformamide (3 ml) and thereto is added dropwise 24 wt. % aqueous sodium hydroxide (1.2 equivalent) at 60° C. After reacting at the same temperature for 40 minutes, the reaction mixture is cooled to room temperature and extracted with ether. The extract is distilled under reduced pressure to remove the solvent. The residue is purified by silica gel chromatography to give S isomer of glycidyl ether (1.62 g) of the following formula: ##STR26##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05395553
Source datasetuspto-grants-1995_03
ORD IDord-d418147ce14d4709882bb9321dda59ed
Source noteuspto-grants-1995_03