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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878916Generated: November 2, 2026

Ethylene Oxide → Butyl ethyl(2-hydroxyethyl)phosphinate

https://huagongshe.com/reaction/878916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantBoron trifluoride etherateHCID 8000—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantButyl ethyiphosphoniteHCID 86614949—
SolventTolueneHCID 1140—
ProductButyl ethyl(2-hydroxyethyl)phosphinateHCID 4683256678%

Reaction Steps

4.5 g (30 mmol) of butyl ethylphosphonite (produced as in Example 2) are dissolved in 30 ml of toluene and at 0° C. admixed with 0.72 g (30 mmol) of sodium hydride. After stirring for one hour 5.68 g (40 mmol) of boron trifluoride etherate are added and ethylene oxide is passed in followed by further reaction for two hours. Then, aqueous ammonium chloride solution is added followed by warming to room temperature. This is followed by concentrating in vacuo, taking up in diethyl ether, removal of insoluble salts by filtration and renewed concentrating. Chromatographic purification leaves 4.5 g (78% of theory) of butyl ethyl(2-hydroxyethyl)phosphinate as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987490B2
Source datasetuspto-grants-2015_03
ORD IDord-4ecf0f5430f84ca78367a5786f27afc4
Source noteuspto-grants-2015_03