Reaktion #2784

ord-1d2b61ecfe914348bdf9551b97784846

Reaktionsgleichung

C=C1C=CC(c2ccccc2)=C1c1ccccc1
diphenylfulvene
CCCCCC
hexane
[Li][CH2]CCC
n-butyllithium
c1ccc2c(c1)Cc1ccccc1-2
fluorene
C1=C(C(c2ccccc2)(c2ccccc2)C2c3ccccc3-c3ccccc32)CCC1
1,1-cyclopentadienyl-(9-fluorenyl)diphenylmethane
Ausbeute 42.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe solution was extracted with ether
  2. 2
    TrocknenThe ether phase was dried over MgSO4
  3. 3
    Einengenconcentrated
  4. 4
    workup.WAITthe residue was left
  5. 5
    Sonstigeto crystallize at -35° C

Vorschrift

12.3 cm3 (30.7 mmol) of a 2.5 molar hexane solution of n-butyllithium were slowly added to a solution of 5.10 g (30.7 mmol) of fluorene in 60 cm3 of tetrahydrofuran at room temperature. After 40 minutes, 7.07 g (30.7 mmol) of diphenylfulvene were added to the orange solution and the mixture was stirred overnight. 60 cm3 of water were added to the dark red solution, whereupon the solution became yellow in color, and the solution was extracted with ether. The ether phase was dried over MgSO4 and concentrated and the residue was left to crystallize at -35° C. 5.1 g (42%) of 1,1-cyclopentadienyl-(9-fluorenyl)diphenylmethane were obtained as a beige powder.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731254uspto-grants-1998_03