Toluene → HCID 178421915, compound

HRID 2303750Notes

Reaction equation

HRID 2303750 reaction equation
[CH3:1][P:2]([C:4]1C2C(=CC=CC=2)C([Sn](CCCC)(CCCC)CCCC)C=1C)C.[Cl-:27].[Cl-].[Cl-].[Cl-].[Zr+4:31].[CH3:32][CH2:33][CH2:34]CC.[C:37]1([CH3:43])[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[Cl-:27].[Cl-:27].[Cl-:27].[CH3:1][P:2]([Zr+3:31][CH:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:43]=[C:33]1[CH3:32])[CH3:4]

Participants

5

Reactant 4

HCID 1140Toluene2×HCID 8003PentaneHCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 70150727Dimethylphosphinotributylstannyl-2-methylindene

Product 1

HCID 178421915HCID 178421915, compoundYield 41%

Conditions

Temperature
10 °C

Procedure

A solution of 17.4 g (0.036 moles) of compound 19 in 100 ml of toluene was added over 10 min at 0° C. to a suspension of 8.5 g (0.036 moles) of 99.9% pure ZrCl4 in 100 ml of toluene. When the addition was complete, the reaction mixture was heated slowly to 10° C. over a period of 1 h and then stirred for 6 h at room temperature. The yellow precipitate was then filtered off, washed with 2×20 ml of toluene and 2×20 ml of hexane and dried under vacuum. The powder was purified further by removal of the residual tin compounds by means of extraction with refluxing toluene over a period of 3 h at 30 mm Hg and then with pentane over a period of 2 h in a Soxhlet extractor to leave 5.8 g (yield: 41%) of compound 20 in the form of a bright yellow powder. No 1H NMR was obtained because of the insolubility of this compound.

Workup

  1. additionWhen the addition
  2. filtrationThe yellow precipitate was then filtered off
  3. washwashed with 2×20 ml of toluene and 2×20 ml of hexane
  4. customdried under vacuum
  5. customThe powder was purified further by removal of the residual tin compounds by means of extraction with refluxing toluene over a period of 3 h at 30 mm Hg

Sources & evidence

ORD record
ord-95ab16983d354cd4800d0217647a71ba
Source dataset
uspto-grants-2002_08
Patent number
US06433112B1

Reaction notes

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