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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492349Generated: October 29, 2026

Phenol → Diglycidyl ether

https://huagongshe.com/reaction/1492349

Reaction equation

Participants

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

Reaction Steps

2.50 g of a phenol derivative of the formula: ##STR36## 4.25 g of R-(-)-epichlorohydrin and 20 mg of benzyl triethyl ammonium chloride (the latter two compounds were the same ones as used in Preparation 1) were dissolved in 3 ml of dimethylformamide. To the solution was dropwise added 24% by weight sodium hydroxide aqueous solution (1.2 equivalents) at 60° C. The mixture was allowed to react for 40 minutes at the same temperature, then cooled to room temperature and extracted with ether. The solvent was evaporated under reduced pressure. The residue was purified by a silica gel column chromatography to obtain an S isomer of glycidyl ether (1.62 g) of the following formula: ##STR37## mp: 90° C. [α]D25 : +4.44° (C=1.01, CH2Cl2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374373
Source datasetuspto-grants-1994_12
ORD IDord-ece765a8025c4f7585139dc235fcf729
Source noteuspto-grants-1994_12