Dibromomethane → (Bromo)(fluorenyl)methane

HRID 1080833

Reaktionsgleichung

Reaktionsgleichung von HRID 1080833
Br[CH2:2][Br:3].[C:4]1([Li])[C:16]2[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1>CCCCC>[CH:8]1([CH2:7][C:4]2[C:16]3[CH2:15][C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:8]=3[CH:7]=[CH:6][CH:5]=2)[CH:9]=[CH:14][CH:15]=[CH:16]1.[Br:3][CH2:2][C:4]1[C:16]2[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 3024DibromomethaneHCID 178506660HCID 178506660, Verbindung

Produkt 2

HCID 259258(Bromo)(fluorenyl)methaneHCID 131717798(Cyclopentadienyl)(fluorenyl)methane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8003PentaneLösungsmittel

Versuchsvorschrift

The ligand (cyclopentadienyl)(fluorenyl)methane was prepared as follows. To 0.4 mole dibromomethane dissolved in 200 mL pentane was added 0.2 mole fluorenyllithium powder. After the addition was complete, the reaction mixture was stirred for two hours. The reaction mixture was filtered and the filtrate washed with 100 mL of distilled water. The organic phase was dried with Na2SO4 and the solvent was stripped under vacuum. The residue was washed with 150 mL pentane to remove unreacted fluorene and dried under vacuum to yield pale yellow colored (bromo)(fluorenyl)methane. The yield was 80%. The (bromo)(fluorenyl)methane was dissolved in 20 mL ether and 19 mL (2 M in THF) cyclopentadienylsodium was added at a rate of 0.15 mL/min. The reaction mixture was stirred for two hours and washed with 50 mL distilled water. The organic phase was dried over Na2SO4 and the solvent removed under vacuum to yield pale yellow (cyclopentadienyl)(fluorenyl)methane. The yield was 70%.

Aufarbeitung

  1. additionAfter the addition
  2. filtrationThe reaction mixture was filtered
  3. washthe filtrate washed with 100 mL of distilled water
  4. dry with materialThe organic phase was dried with Na2SO4
  5. washThe residue was washed with 150 mL pentane
  6. customto remove unreacted fluorene
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6543958718984be8a852a0bc4eac3dae
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05583189

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