(Bromo)(fluorenyl)methane → (Cyclopentadienyl)(fluorenyl)methane

HRID 1439839

Reaktionsgleichung

Reaktionsgleichung von HRID 1439839
Br[CH2:2][C:3]1[C:15]2[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH:16]1([Na])[CH:20]=[CH:19][CH:18]=[CH:17]1>CCOCC>[CH:19]1([CH2:2][C:3]2[C:15]3[CH2:14][C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[C:7]=3[CH:6]=[CH:5][CH:4]=2)[CH:18]=[CH:17][CH:16]=[CH:20]1

Komponenten

4

Edukt 2

HCID 259258(Bromo)(fluorenyl)methaneHCID 178507085HCID 178507085, Verbindung

Produkt 1

HCID 131717798(Cyclopentadienyl)(fluorenyl)methaneAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

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 (2M 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. washwashed with 50 mL
  2. distillationdistilled water
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customthe solvent removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-578ed21881c74915ba01378948d88b20
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496781

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