Lithium 1,3-dimethylcyclopenta-2,4-dien-1-ide → HCID 178427812, compound

HRID 1072688Notes

Reaction equation

HRID 1072688 reaction equation
[Cl-:1].[Cl-].[Cl-].[CH:4]1([Zr+3:13])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1.[CH3:14][C-:15]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16]1.[Li+]>CCOCC>[Cl-:1].[Cl-:1].[CH3:20][C:17]1([Zr+2:13][CH:4]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5]2)[CH:18]=[CH:19][C:15]([CH3:14])=[CH:16]1

Participants

4

Reactant 2

HCID 71339632Lithium 1,3-dimethylcyclopenta-2,4-dien-1-ideHCID 178478628HCID 178478628, compound

Product 1

HCID 178427812HCID 178427812, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a yellow-orange suspension of indenylzirconium trichloride, IndZrCl3, (1.00 g, 3.20 mmol, 1.00 equiv.) in ether (30 mL) was added lithium 1,3-dimethylcyclopentadienide (0.32 g, 3.20 mmol, 1.00 equiv.). The reaction quickly turned yellow with much precipitate. The reaction was stirred 17 hours and then evaporated in vacuo, leaving yellow solid. The solid was extracted with dichloromethane (20 mL, then 2×10 mL) and the extracts were filtered to give yellow solid and a yellow solution. The solution was evaporated in vacuo, leaving bright yellow solid. Yield 1.07 g (90%). 1H NMR(CD2Cl2): δ 2.09 (s, 3H, Me), 5.65 (d, 2H), 5.94 (t, 1H), 6.48 (d, 2H), 6.82 (t, 1H), 7.28 (m, 2H, Ind), 7.64 (m, 2H, Ind).

Workup

  1. customThe reaction quickly turned yellow with much precipitate
  2. customevaporated in vacuo
  3. customleaving yellow solid
  4. extractionThe solid was extracted with dichloromethane (20 mL
  5. filtration2×10 mL) and the extracts were filtered
  6. customto give yellow solid
  7. customThe solution was evaporated in vacuo
  8. customleaving bright yellow solid

Sources & evidence

ORD record
ord-56292e138f57419ea72d1380f938dcf0
Source dataset
uspto-grants-2005_06
Patent number
US06911508B2

Reaction notes

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