Titanium Tetrachloride → HCID 178432005, compound

HRID 1289265Notes

Reaction equation

HRID 1289265 reaction equation
[Ti:1](Cl)(Cl)(Cl)[Cl:2].[CH3:6][CH:7]1[C:15]2[C:10](=[C:11]([CH3:19])[C:12]([CH3:18])=[C:13]([CH3:17])[C:14]=2[CH3:16])[C:9]([Si](C)(C)C)=[C:8]1[CH3:24]>C1(C)C=CC=CC=1>[Cl-:2].[Cl-:2].[Cl-:2].[CH3:6][CH:7]1[C:15]2[C:10](=[C:11]([CH3:19])[C:12]([CH3:18])=[C:13]([CH3:17])[C:14]=2[CH3:16])[C:9]([Ti+3:1])=[C:8]1[CH3:24]

Participants

4

Reactant 2

HCID 24193Titanium TetrachlorideHCID 54522325HCID 54522325, compound

Product 1

HCID 178432005HCID 178432005, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent4×

Procedure

Titanium tetrachloride in an amount of 15.2 g (80 mmol, 8.8 mL) was dissolved in 100 mL of dehydrated toluene, and to the resultant solution was added dropwise, at room temperature, a solution of 18.02 g of 1,2,4,5,6,7-hexamethylindenyltrimethylsilane in 150 mL of toluene over a period of 3 hours. After one hour of heating refluxing of the mixed solution thus obtained, there was produced a toluene-soluble portion at 80° C., which then was extracted twice with 100 mL each of toluene. By filtering off the toluene-insoluble portion, there was obtained a green toluene solution, and the volatile components of which were distilled away at 40° C. under reduced pressure to afford dark green solid. Thereafter, the solid was incorporated with 20 mL of toluene and then with 200 mL of hexane, and the insoluble portion was collected by filtration. The insoluble portion was subjected to Soxhlet extraction by using boiling hexane to recover the title complex at 88% recovery rate from the extract solution in a yield of 21.07 g (60 mmol) and in a yield rate of 75%. The product was readily soluble in toluene, and was analyzed by NMR with the results as follows: 1H-NMR(tetramethylsilane as the standard and heavy chloroform (CDCl3) as the solvent); 6.89 ppm (3H, s), 2.86 ppm (3H, s), 2.68 ppm (3H, s), 2.53 ppm (3H, s), 2.47 ppm (3H, s), 2.37 ppm (3H, s), 2.35 ppm (3H, s), 49Ti-NMR(titanium tetrachloride as the standard and CDCl3 as the solvent); -75.54 ppm.

Workup

  1. temperatureAfter one hour of heating
  2. temperaturerefluxing of the mixed solution
  3. customthus obtained
  4. extractionwhich then was extracted twice with 100 mL each of toluene
  5. filtrationBy filtering off the toluene-insoluble portion
  6. customthere was obtained a green toluene solution
  7. distillationthe volatile components of which were distilled away at 40° C. under reduced pressure
  8. customto afford dark green solid
  9. filtrationwith 200 mL of hexane, and the insoluble portion was collected by filtration
  10. extractionThe insoluble portion was subjected to Soxhlet extraction
  11. customto recover the title complex at 88% recovery rate from the extract solution in a yield of 21.07 g (60 mmol)
  12. customresults

Sources & evidence

ORD record
ord-b15fdf104e38494b8287650f6d09a0b9
Source dataset
uspto-grants-1998_05
Patent number
US05747614

Reaction notes

Loading…