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Trimethylsilylacetylene → Tris(4-((trimethylsilyl)ethynyl)phenyl)amine

HRID 1840694
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HRID 1840694 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]([C:16]2[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12](Br)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:23][Si:24]([C:27]#[CH:28])([CH3:26])[CH3:25]>[Cu](I)I.C(NC(C)C)(C)C>[CH3:23][Si:24]([C:27]#[C:28][C:2]1[CH:7]=[CH:6][C:5]([N:8]([C:16]2[CH:21]=[CH:20][C:19]([C:28]#[C:27][Si:24]([CH3:26])([CH3:25])[CH3:23])=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12]([C:28]#[C:27][Si:24]([CH3:26])([CH3:25])[CH3:23])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1)([CH3:26])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 258027Tris(4-bromophenyl)amine

생성물 1

HCID 23443707Tris(4-((trimethylsilyl)ethynyl)phenyl)amine수율 81%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 7912Diisopropylamine용매

실험 절차

Thereafter, to 200 ml of diisopropylamine were added 15.54 g (0.032 mol of tri(4-bromophenyl)amine, 1.35 g (1.92 mmol) of bis[triphenylphosphin]palladium dichloride and 9.43 g (0.96 mmol) of copper iodide. After the reaction mixture was stirred for 2 h at room temperature, 9.43 g, (96 mmol) of trimethylsilyl acetylene was slowly added to the reaction mixture. The reaction mixture was refluxed for 8 h and cooled. Solvent was removed under the reduced pressure. The residue was extracted with benzene and the benzene layer was washed with distilled water. The washed benzene layer was concentrated to give 13.84 g (81%) of tri(4-trimethylsilylethynylphenyl)amine.

후처리

  1. temperatureThe reaction mixture was refluxed for 8 h
  2. temperaturecooled
  3. customSolvent was removed under the reduced pressure
  4. extractionThe residue was extracted with benzene
  5. washthe benzene layer was washed with distilled water
  6. concentrationThe washed benzene layer was concentrated

출처 및 근거

ORD 기록
ord-c28251a72e284fd682b010ce47b24c90
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06682782B2

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