Carbazole → HCID 178419904, compound

HRID 1072226Notes

Reaction equation

HRID 1072226 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-9a53cc89a29347fd94154dfed5988310
Source dataset
uspto-grants-2005_06
Patent number
US06908973B2

Reaction notes

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