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Acetic Acid → Ethyl 2-cyanopropyl(diethoxymethyl)phosphinate

HRID 5168
ノート
印刷プレビュー

反応式

HRID 5168 の反応式
[CH2:1]([O:3][CH:4]([P:8]([O-:12])[O:9][CH2:10][CH3:11])[O:5][CH2:6][CH3:7])[CH3:2].[C:13](#[N:17])[C:14]([CH3:16])=[CH2:15].[H-].[Na+].C(O)(=O)C>C(O)C>[CH2:10]([O:9][P:8]([CH2:15][CH:14]([C:13]#[N:17])[CH3:16])([CH:4]([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])=[O:12])[CH3:11]
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 24758Sodium hydrideHCID 31368MethacrylonitrileHCID 85631043Ethyl(diethoxymethyl)phophonite

生成物 1

HCID 14362815Ethyl 2-cyanopropyl(diethoxymethyl)phosphinate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 23.5 g of ethyl (diethoxymethyl)phosphonite and 6.7 g of methacrylonitrile in 30 ml of ethanol is added dropwise to a stirred mixture of 1.2 g of sodium hydride (50% dispersion in oil) in 30 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 25 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-cyanopropyl(diethoxymethyl)phosphinate, b.p. 116° C./0.01 mbar, 31P=+40.4 and +40.3 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 25 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-eef10675c57b4433ad24a46cb58f9591
出典データセット
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05243062

反応ノート

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