Acetic Acid → Ethyl 2-cyanoethyl(diethoxymethyl)phosphinate

HRID 622870

反応式

HRID 622870 の反応式
[CH2:1]([O:3][P:4]([CH:6]([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9])[O-:5])[CH3:2].[C:13](#[N:16])[CH:14]=[CH2:15].[H-].[Na+].C(O)(=O)C>C(O)C>[C:13]([CH2:14][CH2:15][P:4]([CH:6]([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9])(=[O:5])[O:3][CH2:1][CH3:2])#[N:16]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 7855AcrylonitrileHCID 24758Sodium hydrideHCID 85631043Ethyl(diethoxymethyl)phophonite

生成物 1

HCID 10037677Ethyl 2-cyanoethyl(diethoxymethyl)phosphinate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 20 g of ethyl(diethoxymethyl)phophonite (Aust. J. Chem. 33, 292 (1980)) and 5 g of acrylonitrile in 25 ml of ethanol is added to a stirred mixture of 1 g of sodium hydride (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 26 ml of water, and the organic extract is dried over magnesium sulphate, and then concentrated under reduced pressure. The crude product is distilled under reduced pressure to give ethyl 2-cyanoethyl(diethoxymethyl)phosphinate, b.p. 114° C./0.01 mbar, 31P=+40.8 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 26 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 under reduced pressure

出典と根拠

ORDレコード
ord-4df733a15fda43fcbe7edb56bad102f0
出典データセット
uspto-grants-1988_09
特許番号
US04772738

関連ノート

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