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Potassium cyclooctadienide → (Tetramethylcyclopentadienyl)dimethylsilyl(cyclooctadiene)

HRID 1636207
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1636207
[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
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 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

Produkt 1

HCID 131720866(Tetramethylcyclopentadienyl)dimethylsilyl(cyclooctadiene)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-e85a07e907f34309b90e82b6bf1032dd
Quelldatensatz
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06034021

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