Methane → [Hydroxy(ethyl)phosphinyl]acetic acid

Temperature

70 °C

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

1. temperatureAll the while, the pH of the suspension is maintained at pH=9
2. filtrationthe reaction solution is filtered
3. customto remove the catalyst, which
4. washis washed
5. distillationthe water is distilled off in vacuo
6. extractionextracted
7. filtrationThe insoluble salts are filtered off

ORD record

ord-582665b2f5c0454e8d943671c6f6b4c7

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08987489B2