Acetic Acid → isobutyl P-(2-cyanoethyl)-P-methyl-phosphinate

A solution of 15.0 g of isobutyl P-methylphosphonite and 5.3 g of acrylonitrile in 50 ml of dry ethanol is added to a stirred mixture of 0.5 g of sodium (50% dispersion in oil) in 25 ml of ethanol, at 0° C., under an atmosphere of nitrogen. The reaction mixture is allowed to warm to room temperature, and stirred for 4 hours. 1 ml of glacial acetic acid is added and the mixture is concentrated under reduced pressure. The resulting crude product is dissolved in 50 ml of ethyl acetate, washed twice with 20 ml of water, and the organic extract is dried over magnesium sulphate, and then concentrated under reduced pressure. The crude product is distilled to give isobutyl P-(2-cyanoethyl)-P-methyl-phosphinate, b.p. 140°/0.2 mbar, 31P-NMR spectrum: δ=+50.5 ppm (CDCl3).

1. concentrationthe mixture is concentrated under reduced pressure
2. dissolutionThe resulting crude product is dissolved in 50 ml of ethyl acetate
3. washwashed twice with 20 ml of water
4. extractionthe organic extract
5. dry with materialis dried over magnesium sulphate
6. concentrationconcentrated under reduced pressure
7. distillationThe crude product is distilled

ORD record

ord-efffefb8c1944c609c93566c82b58afc

Source dataset

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05567840