Diethyl Ether → HCID 178440600, compound

HRID 1251531Notes

Reaction equation

HRID 1251531 reaction equation
C(O[CH2:4][CH3:5])C.C[Li].C1(C2([C:19]3[C:31]4[CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH:28]=5)[C:23]=4[CH:22]=[CH:21][C:20]=3[C:36]([CH3:39])([CH3:38])[CH3:37])CCCCC2)C=CC=C1.[Cl-:40].[Cl-].[Cl-].[Cl-].[Zr+4:44]>ClCCl.C1COCC1>[Cl-:40].[Cl-:40].[C:19]1(=[Zr+2:44]([CH:5]2[CH:4]=[CH:29][CH:24]=[CH:25]2)[C:19]2[C:31]3[CH2:30][C:25]4[C:24](=[CH:29][CH:28]=[C:27]([C:32]([CH3:33])([CH3:34])[CH3:35])[CH:26]=4)[C:23]=3[CH:22]=[CH:21][C:20]=2[C:36]([CH3:38])([CH3:37])[CH3:39])[CH2:31][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 1317231041-Cyclopentadienyl-1-(2,7-di-tert-butylfluorenyl)cyclohexane2×HCID 178418348HCID 178418348, compound

Product 1

HCID 178440600HCID 178440600, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

5.8 ml (5.8 mmol) of a diethyl ether solution of methyllithium were added dropwise under ice cooling under nitrogen to a THF (20 ml) solution including 1.0 g (2.36 mmol) of 1-cyclopentadienyl-1-(2,7-di-tert-butylfluorenyl)cyclohexane synthesized in the above-mentioned (2), followed by stirring at room temperature for 7 hours. Next, the THF was distilled off under nitrogen, and the resultant solid was washed with hexane and then dissolved in dichloromethane cooled to −78° C. To this solution, zirconium tetrachloride 2THF complex (0.81 g, 2.15 mmol) dissolved in dichloromethane was added at −78° C., and after stirring for 24, the temperature of the solution was slowly returned to room temperature.

Workup

  1. distillationNext, the THF was distilled off under nitrogen
  2. washthe resultant solid was washed with hexane
  3. dissolutiondissolved in dichloromethane
  4. temperaturecooled to −78° C
  5. additionwas added at −78° C.
  6. stirringafter stirring for 24
  7. customwas slowly returned to room temperature

Sources & evidence

ORD record
ord-5d412c2b790b498abce4298f08afb423
Source dataset
uspto-grants-2002_01
Patent number
US06342568B1

Reaction notes

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