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Sodium hydride → Tetraethyl (phenoxymethylene)-bisphosphonate

HRID 569603
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인쇄 미리보기

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HRID 569603 반응식
[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
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참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 319898Dichloromethyl phenyl etherHCID 3780918Diethylphosphite

생성물 1

HCID 54483224Tetraethyl (phenoxymethylene)-bisphosphonate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ddd21daf02a64cb48d14aab9fefdbfa2
출처 데이터셋
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04732998

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