Diethyl Ether → HCID 178461102, compound

HRID 1739645Notes

Reaction equation

HRID 1739645 reaction equation
[Li][CH2:2][CH2:3][CH2:4][CH3:5].[CH3:6][CH2:7][CH2:8][CH2:9][CH3:10].[Cl-:11].[Cl-].[Cl-].[Cl-].[Zr+4:15].CCO[CH2:19][CH3:20]>>[Cl-:11].[Cl-:11].[C:7](=[Zr+2:15]([CH:20]1[CH:19]=[CH:4][CH:3]=[CH:2]1)[CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1)([CH3:8])[CH3:6]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 178446070HCID 178446070, compound

Product 1

HCID 178461102HCID 178461102, compoundYield 78%

Conditions

Temperature
-20 °C

Procedure

4.45 g (20 mmol) of 2,2-(cyclopentadienyl)(indenyl)propane was dissolved in 100 ml of ether, cooled up to -20° C., and treated by 22 ml of 2.0M n-BuLi/pentane. The resulting suspension was allowed to warm to room temperature, then cooled to -40° C., and treated with 12.06 g (50 mmol) of Et2SnCl. Organic layer was separated, evaporated, and mixed with 50 ml of toluene. 4.66 g (20 mmol) of ZrCl4 was added, and the mixture was stirred for 6 hours under 80° C. Toluene was removed, the crude product was recrystallized from THF. 5.97 g of the product was obtained (yield 78%).

Workup

  1. temperatureto warm to room temperature
  2. temperaturecooled to -40° C.
  3. additiontreated with 12.06 g (50 mmol) of Et2SnCl
  4. customOrganic layer was separated
  5. customevaporated
  6. additionmixed with 50 ml of toluene
  7. customToluene was removed
  8. customthe crude product was recrystallized from THF

Sources & evidence

ORD record
ord-4ecb008a7b8b4d1792320b12e928c3ca
Source dataset
uspto-grants-1999_10
Patent number
US05968863

Reaction notes

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