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

HRID 2210761
ノート
印刷プレビュー

反応式

HRID 2210761 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 7855AcrylonitrileHCID 5360545SodiumHCID 86741778Isobutyl methanephosphonite

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-76fdfcb598734212b67b060e5d880e84
出典データセット
uspto-grants-1995_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05461040

反応ノート

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