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

HRID 1198806
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1198806
[CH3:1][P:2]([O-:8])[O:3][CH2:4][CH:5]([CH3:7])[CH3:6].[C:9](#[N:12])[CH:10]=[CH2:11].[Na].C(O)(=O)C>C(O)C>[C:9]([CH2:10][CH2:11][P:2]([CH3:1])(=[O:8])[O:3][CH2:4][CH:5]([CH3:7])[CH3:6])#[N:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 7855AcrylonitrileHCID 5360545SodiumHCID 86741778Isobutyl methanephosphonite

Produkt 1

HCID 2304642isobutyl P-(2-cyanoethyl)-P-methyl-phosphinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-6ef3d91129f2413588a391cdcf771092
Quelldatensatz
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05281747

Notizen zur Reaktion

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