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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878926Generated: November 3, 2026

Methane → [Hydroxy(ethyl)phosphinyl]acetic acid

https://huagongshe.com/reaction/878926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 46241031HCID 46241031—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product[Hydroxy(ethyl)phosphinyl]acetic acidHCID 1535768579%

Reaction Conditions

Temperature70 °C

Reaction Steps

19.4 g (0.1 mol) of ethyl-2-butoxyethylphosphinic acid (produced as in Example 6) are dissolved in 150 ml of water and adjusted to pH 9 with 2N NaOH solution. Then, 0.25 g of charcoal with 5% Pd and 1% Bi is added, the suspension is heated to 70° C. and 30% strength hydrogen peroxide solution is passed into the suspension at a flow rate of 1 mol equivalent per hour. All the while, the pH of the suspension is maintained at pH=9 by adding 2N NaOH solution. After the reaction is ended, the reaction solution is filtered to remove the catalyst, which is washed, and made acidic with hydrochloric acid and the water is distilled off in vacuo. The residue is taken up in tetrahydrofuran and extracted. The insoluble salts are filtered off to leave 12.0 g (79% of theory) of 2-(ethylhydroxyphosphinyl)acetic acid as a colorless solid material

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987489B2
Source datasetuspto-grants-2015_03
ORD IDord-582665b2f5c0454e8d943671c6f6b4c7
Source noteuspto-grants-2015_03