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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053685Generated: October 25, 2026

Sodium Chloride → 2-{[4-(Ethenyloxy)butoxy]methyl}oxirane

https://huagongshe.com/reaction/1053685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-Butanediol monovinyl etherHCID 87329—
Product2-{[4-(Ethenyloxy)butoxy]methyl}oxiraneHCID 1296310294%

Reaction Conditions

Temperature40 °C

Reaction Steps

1,000 g (8.61 mol) of 4-hydroxybutyl vinyl ether (HBVE manufactured by Maruzen Petrochemical) and 448 g (11.2 mol) of sodium hydroxide were charged in a 3 L cylindrical flask equipped with a stirrer, a thermometer and a dropping funnel. The temperature was raised to 40° C. under stirring, 1,243 g (13.4 mol) of epichlorohydrin was then gradually added, and a reaction was conducted under controlling to 40° C. to 60° C. At after 8 hours of the reaction, the sodium chloride generated by the reaction was removed by filtration, 1,000 g of hexane was put therein, and the mixture was washed with 400 g of a 3% aqueous solution of sodium hydrogen sulfate and further washed with 800 g of 17% brine. The organic layer was concentrated by using a rotary evaporator to thereby distill the hexane off, and filtration was conducted to give the objective vinyloxybutyl glycidyl ether with a purity of 94% and a yield of 94%. At this time, the 4-hydroxybutyl vinyl ether contained in the obtained substance was 0.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394265B2
Source datasetuspto-grants-2016_07
ORD IDord-e6da892f27704abca5013050b3564cb5
Source noteuspto-grants-2016_07