HCID 70012514, compound → HCID 178504157, compound

HRID 1370752Notes

Reaction equation

HRID 1370752 reaction equation
[Cl-:1].[Cl-].[Cl-].[CH:4]1([Zr+3:9])[CH:8]=[CH:7][CH:6]=[CH:5]1.[CH3:10][Si:11]1([CH:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16]2)[CH2:14][CH2:13][CH2:12]1.[Li]>ClCCl>[Cl-:1].[Cl-:1].[CH3:10][Si:11]1([C:15]2[CH:23]([Zr+2:9][CH:4]3[CH:8]=[CH:7][CH:6]=[CH:5]3)[C:18]3[C:17]([CH:16]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:12][CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 70012514HCID 70012514, compound2×HCID 178478629HCID 178478629, compound

Product 1

HCID 178504157HCID 178504157, compoundYield 144.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5 g (19.03 mmol) of cyclopentadienylzirconium trichloride (CpZrCl3) was placed into a flask with 20 mL of dichloromethane to form suspension. 3.92 g (19.03 mmol) of lithium 1-(1-methyl-1-silacyclobutyl)indene was also placed into another flask with 20 mL of dichloromethane to form suspension. The suspension of CpZrCl3 in the first flask was slowly added into the suspension of lithium 1-(1-methyl-1-silacyclobutyl)indene in the second flask, and then the remained reactant in the first flask was washed with 10 mL of dichloromethane and added into the second flask. After repeating the washing and addition process for three times, the reaction mixture was stirred overnight. After the completion of reaction, LiCl was filtered and removed from the formed yellowish solution with 11G4 filter. The solvent was then evaporated from the filtrate under vacuum and the remaining volatile material was also removed under vacuum at 50° C. overnight. The concentrate was then sublimated at 130° C. in the presence of 50μ Hg to obtain 5.85 g (72% of yield) of pure ((1-methyl-1-silacyclobutyl)-indenyl)(cyclopentadienyl)zirconium dichloride having the following 1H NMR (CDCl3, ppm) data: δ7.95 (d, 1H), 7.92 (d, 1H), 7.42-7.28 (m, 2H), 7.14 (d, 1H), 6.84 (d, 1H), 6.10 (s, 5H, C5H5), 2.38-2.15 (m, 2H), 1.57-1.27 (m, 4H), 0.74 (s, 3H).

Workup

  1. customto form suspension
  2. customto form suspension
  3. additionThe suspension of CpZrCl3 in the first flask
  4. washthe remained reactant in the first flask was washed with 10 mL of dichloromethane
  5. additionadded into the second flask
  6. additionaddition process for three times
  7. customAfter the completion of reaction, LiCl
  8. filtrationwas filtered
  9. customremoved from the formed yellowish solution with 11G4
  10. filtrationfilter
  11. customThe solvent was then evaporated from the filtrate under vacuum
  12. customthe remaining volatile material was also removed under vacuum at 50° C. overnight
  13. customwas then sublimated at 130° C. in the presence of 50μ Hg

Sources & evidence

ORD record
ord-353fc4b2c1ea4ab2b30fc1b8708c5c06
Source dataset
uspto-grants-2003_06
Patent number
US06583304B2

Reaction notes

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