Fluorene → n-Hexylmethylbis(9-fluorenyl)silane

HRID 840400

Reaktionsgleichung

Reaktionsgleichung von HRID 840400
[CH2:1]([Si:7]([CH3:10])(Cl)Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH:11]1[C:23]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]=2[CH:14]=[CH:13][CH:12]=1>C1COCC1>[CH2:1]([Si:7]([CH3:10])([CH:22]1[C:23]2[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=2[C:16]2[C:21]1=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:22]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:15]2[C:23]1=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Komponenten

4

Edukt 2

HCID 6853Fluorene2×HCID 84650Hexylmethyldichlorosilane

Produkt 1

HCID 22623330n-Hexylmethylbis(9-fluorenyl)silane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

n-Hexylmethyldichlorosilane (30.4 g, 0.152 mol) and 300 mL of dry THF were charged to a one liter Schlenk equipped with an addition funnel. Fluorene anion (52.4 g, 0.305 mol) was dissolved in approximately 200 mL of dry THF and charged to the addition funnel. The temperature of the stirring solution was lowered to −78° C. under positive nitrogen pressure. The fluorene anion was added dropwise over two hours. After the anion addition was complete, the reaction mixture was allowed to warm to room temperature. The solution was allowed to stir overnight. The solution was washed with three 200 mL aliquots of water, retaining the organic layer after each washing. The organic layer was dried with magnesium sulfate and filtered. The product was recrystallized from hexane. The yield of this reaction is 19.6%.

Aufarbeitung

  1. customequipped with an addition funnel
  2. additioncharged to the addition funnel
  3. customwas lowered to −78° C. under positive nitrogen
  4. additionAfter the anion addition
  5. washThe solution was washed with three 200 mL aliquots of water
  6. dry with materialThe organic layer was dried with magnesium sulfate
  7. filtrationfiltered
  8. customThe product was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-9e51f368cd4d4572a3bee8423fe3622c
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365764B1

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