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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032878Generated: October 30, 2026

Hydrochloric Acid → Diglycidyl ether

https://huagongshe.com/reaction/1032878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenolHCID 996—
ReactantPiperidineHCID 8082—
ReactantSodium HydroxideHCID 14798—
Reactant(-)-EpichlorohydrinHCID 2734062—
SolventDimethylformamideHCID 6228—
ProductDiglycidyl etherHCID 16704—

Reaction Conditions

Temperature60 °C

Reaction Steps

The starting phenol derivative (10.0 g) of the following formula: ##STR19## and the same R-(-)-epichlorohydrin (18.6 g) as used in Preparation 2, piperidine (367 ml) and dimethylformamide (1 ml) are mixed and stirred at 60° C. for 10 hours. The reaction mixture is distilled under reduced pressure to remove the solvent, and thereto is added acetone (5 ml) and further added dropwise 24 wt. % aqueous sodium hydroxide (1.2 equivalent) with stirring at room temperature, and the mixture is reacted for 30 minutes. The reaction mixture is adjusted to pH 7 with 2N hydrochloric acid and extracted with ethyl acetate. The extract is dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue is purified by silica gel chromatography to give S isomer of glycidyl ether (1.58 g) of the following formula: ##STR20##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05308540
Source datasetuspto-grants-1994_05
ORD IDord-cb68f03264f04aa29a0d4d9f361a283c
Source noteuspto-grants-1994_05