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Sodium hydride → Tetraethyl (phenoxymethylene)-bisphosphonate

HRID 569603
ノート
印刷プレビュー

反応式

HRID 569603 の反応式
[CH2:1]([O:3][P:4]([O-:8])[O:5][CH2:6][CH3:7])[CH3:2].[H-].[Na+].[C:11]1([O:17][CH:18](Cl)Cl)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C)C=O.O>[O:17]([CH:18]([P:4](=[O:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])[P:4](=[O:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 319898Dichloromethyl phenyl etherHCID 3780918Diethylphosphite

生成物 1

HCID 54483224Tetraethyl (phenoxymethylene)-bisphosphonate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Diethylphosphite (20.6 ml) was added dropwise at 20° C. to a stirred suspension of 55% sodium hydride (6.24 g) in dimethylformamide (90 ml). After stirring for a further 15 minutes, the mixture was cooled to 0° C., and dichloromethyl phenyl ether (9.27 g) was added dropwise. Stirring was continued overnight at 45° C., and the mixture was cooled in ice, diluted with water, neutralized and extracted with ethyl acetate. The organic phase was washed repeatedly with water, dried and evaporated in vacuo to yield an oil which was purified by chromatography on silica gel. Eluent: ether-acetone 85:15. The pure title compound was obtained as a colourless oil.

後処理

  1. stirringStirring
  2. waitwas continued overnight at 45° C.
  3. temperaturethe mixture was cooled in ice
  4. extractionextracted with ethyl acetate
  5. washThe organic phase was washed repeatedly with water
  6. customdried
  7. customevaporated in vacuo
  8. customto yield an oil which
  9. customwas purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-ddd21daf02a64cb48d14aab9fefdbfa2
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04732998

反応ノート

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