Carbazole → HCID 178419904, compound

HRID 431441Notes

Reaction equation

HRID 431441 reaction equation
C[Mg]Br.[CH:4]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH:7]=[CH:6][CH:5]=1.[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4:21]>CCOCC>[C:13]1([Zr:21][C:13]2[C:14]3[NH:15][C:16]4[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=4)[C:9]=3[CH:10]=[CH:11][CH:12]=2)[C:14]2[NH:15][C:16]3[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=3)[C:9]=2[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 6854CarbazoleHCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 178418573HCID 178418573, compound

Product 1

HCID 178419904HCID 178419904, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The procedure of Example 16 of U.S. Pat. No. 5,539,124 is followed to prepare a bis(carbazolyl) zirconium complex. This procedure uses methylmagnesium bromide to deprotonate carbazole, and combines the resulting anion with 0.5 eq. of zirconium tetrachloride in ether at −78° C. After warming to room temperature, the mixture is stripped to remove ether. Toluene is added, and the mixture is filtered to remove insoluble material. The filtrate is then stripped to yield the bis(carbazolyl) complex.

Workup

  1. customto prepare a bis(carbazolyl) zirconium complex
  2. customat −78° C
  3. customto remove ether
  4. additionToluene is added
  5. filtrationthe mixture is filtered
  6. customto remove insoluble material
  7. customto yield the bis(carbazolyl) complex

Sources & evidence

ORD record
ord-d0382e87c92f4228a733b70d8165606e
Source dataset
uspto-grants-2003_12
Patent number
US06660678B1

Reaction notes

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