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Ammonium Chloride → dimethyl(2-i-propyl-1-indenyl)(I-indenyl)silane

HRID 1953950
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HRID 1953950 반응식
[CH:1]([C:4]1[CH2:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)([CH3:3])[CH3:2].[Cu]C#N.C([Li])CCC.[CH3:21][Si:22](Cl)([CH3:32])[CH:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24]1.[Cl-].[NH4+]>C(OCC)C>[CH3:21][Si:22]([CH3:32])([CH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[C:4]1[CH:1]([CH3:3])[CH3:2])[CH:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24]1
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참가 물질

7

반응물 5

HCID 25517Ammonium ChlorideHCID 564626Silane, chloro(1-indenyl)dimethyl-HCID 158656612-Isopropyl-1H-indeneHCID 178418339ButyllithiumHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 23295628dimethyl(2-i-propyl-1-indenyl)(I-indenyl)silane수율 73%

시약·촉매·용매

1
HCID 3283Diethyl Ether용매2회

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온도
-30 °C

실험 절차

In a 100-ml flask, 3.0 g (19.0 mmol) of 2-i-propylindene and 47 mg (0.523 mmol) of copper (I) cyanide were suspended in 40 ml of diethyl ether, to which was dripped down 13.0 ml of n-butyllithium (1.6 M hexane solution) at -70° C. and the mixture was slowly elevated to room temperature and stirred for 1 hour. Again the mixture was cooled to -30° C. and 40 ml of a diethyl ether solution of 4.36 g (20.9 mmol) of dimethyl(1-indenyl)silyl chloride was added thereto to obtain a dark brown suspension. Stirring was continued at room temperature for 48 hours. The reaction mixture was poured in a saturated aqueous solution of ammonium chloride under ice cooling and the organic layer was washed with 300 ml of saline three times, dried over anhydrous magnesium sulfate, and removed of the solvent by distillation to obtain the reaction mixture as a yellow oil. The reaction mixture was purified by column chromatography (silica gel, development solvent: n-hexane) to separate unreacted raw material, 2-i-propylindene, to fractionate the target compound as a yellow oil.

후처리

  1. customwas slowly elevated to room temperature
  2. customto obtain a dark brown suspension
  3. stirringStirring
  4. waitwas continued at room temperature for 48 hours
  5. washthe organic layer was washed with 300 ml of saline three times
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customremoved of the solvent by distillation

출처 및 근거

ORD 기록
ord-7f28aed18d0847fe9bc24ff930761e6c
출처 데이터셋
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06121182

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