Trimethylsilyl iodide → 3',4'-Diphosphono-[2,2';5',2'']-terthiophene

HRID 1662877ノート

反応式

HRID 1662877 の反応式
C([O:3][P:4]([C:9]1[C:13]([P:14]([O:19]CC)([O:16]CC)=[O:15])=[C:12]([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[S:11][C:10]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1)([O:6]CC)=[O:5])C.I[Si](C)(C)C>C(#N)C>[P:4]([C:9]1[C:13]([P:14]([OH:16])([OH:19])=[O:15])=[C:12]([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[S:11][C:10]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1)([OH:5])([OH:6])=[O:3]

参加物

4

反応物 2

HCID 85247Trimethylsilyl iodideHCID 591559493',4'-Bis(diethoxyphosphoryl)-[2,2':5',2'']-terthiophene

生成物 1

HCID 591558713',4'-Diphosphono-[2,2';5',2'']-terthiophene収率 90%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In acetonitrile, 0.2478 g (0.476 mmols) of 3′,4′-bis(diethoxyphosphoryl)-[2,2′;5′,2″]-terthiophene was dissolved, to which 0.4762 g (2.380 mmols) of commercially available iodotrimethylsilane was added at room temperature. Thereafter, the mixture was stirred at room temperature for 12 hours. After the reaction, the solvent was removed by distilling off under reduced pressure, followed by addition of methanol and stirring at room temperature for further 12 hours. The methanol was removed by distilling off under reduced pressure, followed by addition of distilled water under stirring and separation of an aqueous phase. The thus separated aqueous phase was washed several times with chloroform and the aqueous phase was concentrated and evaporated to dryness to obtain the specified substance in the form of yellow crystals at a yield of 0.1742 g (yield: 90%).

後処理

  1. additionwas added at room temperature
  2. customAfter the reaction
  3. customthe solvent was removed
  4. distillationby distilling off under reduced pressure
  5. additionfollowed by addition of methanol
  6. stirringstirring at room temperature for further 12 hours
  7. customThe methanol was removed
  8. distillationby distilling off under reduced pressure
  9. additionfollowed by addition of distilled water
  10. stirringunder stirring
  11. customseparation of an aqueous phase
  12. washThe thus separated aqueous phase was washed several times with chloroform
  13. concentrationthe aqueous phase was concentrated
  14. customevaporated to dryness
  15. customto obtain the specified substance in the form of yellow crystals at a yield of 0.1742 g (yield: 90%)

出典と根拠

ORDレコード
ord-de29e2d7be804a69bc4f54071922c49b
出典データセット
uspto-grants-2011_10
特許番号
US08030438B2

反応ノート

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