Diethyl Ether → HCID 178427813, compound

HRID 1072689Notes

Reaction equation

HRID 1072689 reaction equation
[Cl-:1].[Cl-].[Cl-].[Zr+3:4].[CH-:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6]1.[Li+].CCO[CH2:18][CH3:19]>>[Cl-:1].[Cl-:1].[CH3:5][C:6]1[C:18]([CH3:19])=[C:9]([CH3:10])[C:8]([Zr+2:4][CH:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6]2)([CH3:13])[CH:7]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 11116044Lithium, 1H-inden-1-yl-HCID 2484975510241-03-9

Product 1

HCID 178427813HCID 178427813, compound

Procedure

To a manila-pink suspension of tetramethylcyclopentadienyl)zirconium trichloride, (Me4Cp)ZrCl3, (5.00 g, 15.7 mmol, 1.00 equiv.) in ether (100 mL) was added lithium indenide (1.91 g, 15.6 mmol, 1.00 equiv.). The reaction turned light, creamy yellow and became thick with precipitate. The mixture was stirred 17 hours and then evaporated in vacuo, leaving light yellow solid. The solid was extracted with dichloromethane (100 mL, then 3×10 mL) and the extracts were filtered to give beige solid and a yellow solution. The solution was evaporated in vacuo, leaving fluffy yellow solid. The solid was washed with pentane (2×20 mL) and dried in vacuo. Yield 5.88 g (94%). 1H NMR(CD2Cl2): δ 1.93 (s, 12H, Me), 5.86 (s, 1H, Cp-H), 6.36 (d, 2H, Ind-H), 6.67 (t, 1H, Ind-H), 7.25 (m, 2H, Ind-H), 7.61 (m, 2H, Ind-H).

Workup

  1. customevaporated in vacuo
  2. customleaving light yellow solid
  3. extractionThe solid was extracted with dichloromethane (100 mL
  4. filtration3×10 mL) and the extracts were filtered
  5. customto give beige solid
  6. customThe solution was evaporated in vacuo
  7. customleaving fluffy yellow solid
  8. washThe solid was washed with pentane (2×20 mL)
  9. customdried in vacuo

Sources & evidence

ORD record
ord-9a03788fc1a843dfa291ed74e52da300
Source dataset
uspto-grants-2005_06
Patent number
US06911508B2

Reaction notes

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