Pentane → HCID 178438413, compound

HRID 2188196Notes

Reaction equation

HRID 2188196 reaction equation
[CH2:1]([Li])[CH2:2]CC.[C:6]1([C:12]2[CH:16]=[CH:15][CH:14]([C:17](C3C4CC5C(=CC=CC=5)C=4C=CC=3)([CH3:19])[CH3:18])[CH:13]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl-:33].[Cl-].[Cl-].[Cl-].[Zr+4:37].[CH3:38][CH2:39][CH2:40][CH2:41][CH3:42].[CH3:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48]>O1CCCC1>[Cl-:33].[Cl-:33].[C:17](=[C:14]1[CH:15]=[CH:16][C:12]2[C:6]([C:7]([Zr+2:37])=[C:8]3[C:2]=2[CH:1]=[CH:11][CH:10]=[CH:9]3)=[C:13]1[CH:40]1[CH:41]=[CH:42][C:38]([C:45]2[CH:44]=[CH:43][CH:48]=[CH:47][CH:46]=2)=[CH:39]1)([CH3:18])[CH3:19]

Participants

7

Reactant 5

HCID 8003PentaneHCID 8058HexaneHCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 131723320HCID 131723320, compoundHCID 178418339Butyllithium

Product 1

HCID 178438413HCID 178438413, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.2 ml (6.7 mmol) of n-butyllithium in the form of a 1.6 molar solution in hexane are added dropwise to 1.1 g (3.2 mmol) of 2-(3-phenylcyclopentadienyl)-2-fluorenylpropane in 30 ml of tetrahydrofuran at room temperature. The mixture is heated briefly at the boil after 12 hours. After the solvent has been distilled off, the precipitate is washed with 20 ml of pentane. After the pentane has been decanted, 0.74 g (3.2 mmol) of zirconium tetrachloride and 100 ml of pentane are added. The mixture is stirred for three days at room temperature. After the pentane has been decanted, the residue is extracted with methylene chloride. After the solvent has been evaporated, 530 mg (1.0 mmol, 31%, based on zirconium tetrachloride) of the product are obtained as a crystalline, red solid.

Workup

  1. temperatureThe mixture is heated briefly at the boil after 12 hours
  2. distillationAfter the solvent has been distilled off
  3. washthe precipitate is washed with 20 ml of pentane
  4. customAfter the pentane has been decanted
  5. customAfter the pentane has been decanted
  6. extractionthe residue is extracted with methylene chloride
  7. customAfter the solvent has been evaporated
  8. custom530 mg (1.0 mmol, 31%, based on zirconium tetrachloride) of the product are obtained as a crystalline, red solid

Sources & evidence

ORD record
ord-358524e8fa20448ba1cdcbe375dfdfe3
Source dataset
uspto-grants-2002_06
Patent number
US06410661B1

Reaction notes

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