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Potassium cyclooctadienide → (Tetramethylcyclopentadienyl)dimethylsilyl(cyclooctadiene)

HRID 399293
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HRID 399293 반응식
[C-]1CCCCC=CC=1.[K+].CC1C(C)=C(C)C([Si](Cl)(C)C)(C)C=1.[CH3:23][C:24]1[C:25]([CH3:42])=[C:26]([CH3:41])[C:27]([Si:30]([CH:33]2[CH:40]=[CH:39][CH2:38][CH2:37][CH2:36][CH:35]=[CH:34]2)([CH3:32])[CH3:31])([CH3:29])[CH:28]=1.CC1C(C)=C(C)C([Si](C2CCCC=CC=C2)(C)C)(C)C=1>C1COCC1>[CH3:23][C:24]1[C:25]([CH3:42])=[C:26]([CH3:41])[C:27]([Si:30]([C:33]2[CH2:40][CH2:39][CH2:38][CH2:37][CH:36]=[CH:35][CH:34]=2)([CH3:32])[CH3:31])([CH3:29])[CH:28]=1
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참가 물질

6

반응물 4

HCID 86753202Potassium cyclooctadienideHCID 131720376(Tetramethylcyclopentadienyl)dimethylchlorosilaneHCID 131720867(Tetramethylcyclopentadienyl)(cylcoocta-2,7-dien-1-yl)dimethylsilaneHCID 131720868(Tetramethylcyclopentadienyl)(cylcoocta-2,4-dien-1-yl)dimethylsilane

생성물 1

HCID 131720866(Tetramethylcyclopentadienyl)dimethylsilyl(cyclooctadiene)

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
25 °C

실험 절차

Potassium cyclooctadienide (3.42 g, 23.4 mmols) dissolved in about 50 mL of THF was added to a solution of (tetramethylcyclopentadienyl)chloro-dimethylsilane (5.02 g, 23.4 mmols) in about 80 mL of THF at about 25° C. A precipitate formed and the reaction mixture was stirred for about 16 hours at about 25° C., after which time the reaction mixture was filtered and the solvents removed under reduced pressure. The residue was extracted with hexane and filtered. The solvents were again removed under reduced pressure leaving the desired isomeric product comprising (tetramethylcyclopentadienyl)(cylcoocta-2,7-dien-1-yl)dimethylsilane and (tetramethylcyclopentadienyl)(cylcoocta-2,4-dien-1-yl)dimethylsilane.

후처리

  1. customA precipitate formed
  2. filtrationafter which time the reaction mixture was filtered
  3. customthe solvents removed under reduced pressure
  4. extractionThe residue was extracted with hexane
  5. filtrationfiltered
  6. customThe solvents were again removed under reduced pressure
  7. customleaving the desired isomeric product

출처 및 근거

ORD 기록
ord-16b990876e75442d94fcff68c8b17887
출처 데이터셋
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05817849

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