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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032881Generated: November 2, 2026

Phenol → Diglycidyl ether

https://huagongshe.com/reaction/1032881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium HydroxideHCID 14798—
Reactant(-)-EpichlorohydrinHCID 2734062—
CatalystBenzyl triethylammonium chlorideHCID 66133—
ProductDiglycidyl etherHCID 1670427.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

The starting phenol derivative (1.01 g) of the following formula: ##STR29## the same R-(-)-epichlorohydrin (2.01 g) as used in Preparation 2 and benzyltriethylammonium chloride (16 mg) are mixed and heated at 70° C., and thereto is added dropwise 24 wt. % aqueous sodium hydroxide (650 mg). The mixture is stirred at 70° C. for 2 hours. The reaction mixture is cooled to room temperature and extracted three times with chloroform. The extract is dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue is recrystallized from hexane to give S isomer of glycidyl ether (380 mg) of the following formula: ##STR30##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05308540
Source datasetuspto-grants-1994_05
ORD IDord-0fd24f0e9c17493bb5d11d3c2dda1646
Source noteuspto-grants-1994_05