Water → Triisopropyl-(4-selenophen-2-ylphenoxy)silane

HRID 1873424ノート

反応式

HRID 1873424 の反応式
[Se:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.C(N(CC)CC)C.[CH:20]([Si:23]([CH:28]([CH3:30])[CH3:29])([CH:25]([CH3:27])[CH3:26])Cl)([CH3:22])[CH3:21].O>CN(C1C=CN=CC=1)C.ClCCl>[CH:20]([Si:23]([CH:28]([CH3:30])[CH3:29])([CH:25]([CH3:27])[CH3:26])[O:12][C:9]1[CH:10]=[CH:11][C:6]([C:2]2[Se:1][CH:5]=[CH:4][CH:3]=2)=[CH:7][CH:8]=1)([CH3:22])[CH3:21]

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 139400Triisopropylsilyl chlorideHCID 126128064-Selenophen-2-ylphenol

生成物 1

HCID 86644790Triisopropyl-(4-selenophen-2-ylphenoxy)silane

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

8.0 g (35.9 mmol) of 4-selenophen-2-ylphenol are initially introduced together with 50 ml (0.36 mol) of triethylamine and 0.44 g (3.6 mmol) of DMAP in 100 ml of dichloromethane, and 20 ml (93.5 mmol) of triisopropylchlorosilane are added. When the addition is complete, the mixture is warmed under reflux for 3 h. After cooling, the reaction mixture is added to water, and the organic phase is separated off. The aqueous phase is extracted with dichloromethane, and the combined organic phase is washed with sat. sodium chloride soln. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:MTBE=4:1). Further purification is carried out by further column chromatography (SiO2, n-heptane:toluene=4:1); triisopropyl-(4-selenophen-2-ylphenoxy)silane is obtained as a yellow oil.

後処理

  1. additionare added
  2. additionWhen the addition
  3. temperaturethe mixture is warmed
  4. temperatureunder reflux for 3 h
  5. temperatureAfter cooling
  6. customthe organic phase is separated off
  7. extractionThe aqueous phase is extracted with dichloromethane
  8. washthe combined organic phase is washed with sat. sodium chloride soln
  9. customThe solution is dried
  10. concentrationconcentrated to dryness
  11. customThe residue is purified by column chromatography (SiO2, n-heptane:MTBE=4:1)
  12. customFurther purification

出典と根拠

ORDレコード
ord-e6b15c910c6c4260af8180d2601bf405
出典データセット
uspto-grants-2012_11
特許番号
US08304036B2

反応ノート

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