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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914964Generated: October 30, 2026

Allyl Alcohol → Ethyl-3-hydroxypropylphosphinic acid

https://huagongshe.com/reaction/1914964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl AlcoholHCID 7858—
ReactantSodium PersulfateHCID 62655—
ReactantEthylphosphonous acidHCID 13411864—
SolventWaterHCID 962—
ProductEthyl-3-hydroxypropylphosphinic acidHCID 8665667489%

Reaction Conditions

Temperature100 °C

Reaction Steps

564 g (6 mol) of ethylphosphonous acid (produced as in Example 1) are dissolved in 860 g of water and initially charged to a 5 l five-neck flask equipped with thermometer, reflux condenser, high-performance stirrer and dropping funnel. The reaction mixture is heated to 100° C. and 406 g (7 mol) of allyl alcohol and 500 g of a 5% sodium peroxodisulfate solution (1.5 mol % based on allyl alcohol) is added dropwise at atmospheric pressure over 1 h. Then, the water is distilled off in vacuo, and the residue is taken up in tetrahydrofuran and the insoluble salts are filtered off. The solvent of the filtrate is removed in vacuo to leave 812 g (89% of theory) of ethyl(3-hydroxypropyl)phosphinic acid as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614267B2
Source datasetuspto-grants-2013_12
ORD IDord-ecff7705adbe4157a25b5afb2e80593f
Source noteuspto-grants-2013_12