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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878925Generated: November 2, 2026

Methane → [Hydroxy(ethyl)phosphinyl]acetic acid

https://huagongshe.com/reaction/878925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl(2-ethoxyethyl)phosphinic acidHCID 46235414—
SolventWaterHCID 962—
Product[Hydroxy(ethyl)phosphinyl]acetic acidHCID 1535768578%

Reaction Conditions

Temperature70 °C

Reaction Steps

16.6 g (0.1 mol) of ethyl(2-ethoxyethyl)phosphinic acid (produced as in Example 8) are dissolved in 150 ml of water and adjusted to pH 9 with 2N NaOH solution. Then, 0.45 g of charcoal with 5% Pt and 1% Bi is added, the suspension is heated to 70° C. and air is passed through the suspension at 10 l/h. 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 vacua. The residue is taken up in tetrahydrofuran and extracted. The insoluble salts are filtered off to leave 11.9 g (78% 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-24ca0d36aece450197c6e2efeced801f
Source noteuspto-grants-2015_03