Fluorene → HCID 178506660, compound

HRID 2229104Notes

Reaction equation

HRID 2229104 reaction equation
[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4].CCCCCC.[CH:12]1[C:24]2[CH2:23][C:22]3[C:17](=CC=CC=3)[C:16]=2[CH:15]=[CH:14][CH:13]=1>C(OCC)C>[C:1]1([Li:5])[C:22]2[CH2:23][C:24]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:17]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6853FluoreneHCID 8058HexaneHCID 178418339Butyllithium

Product 1

HCID 178506660HCID 178506660, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

With stirring, 113 ml of a 1.6 M solution of n-butyllithium in hexane (0.18 mol) were added to a solution of 25 g (0.15 mol) of fluorene in 220 ml of diethyl ether. To bring the reaction to completion, the mixture was boiled under reflux for 6 h and then stirred at room temperature overnight. The solvent was subsequently removed under reduced pressure and the resulting yellow powder was washed repeatedly with petroleum ether and dried under reduced pressure. This gave fluorenyllithium (compound II) in almost quantitative yield.

Workup

  1. customthe reaction to completion
  2. temperatureunder reflux for 6 h
  3. stirringstirred at room temperature overnight
  4. customThe solvent was subsequently removed under reduced pressure
  5. washthe resulting yellow powder was washed repeatedly with petroleum ether
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-40931f5b9ef349a1a11e04664945b0b4
Source dataset
uspto-grants-2002_07
Patent number
US06420301B1

Reaction notes

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