Cyclopentadiene → n-Butyl cyclopentadiene

HRID 1742089Notes

Reaction equation

HRID 1742089 reaction equation
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH2:6]([Li])[CH2:7][CH2:8][CH3:9]>[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4]>[CH2:6]([C:2]1[CH2:1][CH:5]=[CH:4][CH:3]=1)[CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 7612CyclopentadieneHCID 178418339Butyllithium

Product 1

HCID 102598n-Butyl cyclopentadiene

Reagents, catalysts & solvents 1

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-Catalyst

Conditions

Temperature
0 °C

Procedure

n-Butylcyclopentadiene was prepared analogously to Example 1 and freed or inorganic salts and excess cyclopentadiene. The solution so obtained was cooled to 0° C. and subsequently admixed dropwise with 9.7 g of n-butyllithium (90% strength in hexane; 136 mmol). The mixture was allowed to react for a further 30 minutes while stirring. 15.8 g of ZrCl4 (68 mmol) was added at 0°-10° C. and the mixture was stirred for 2 hours at room temperature.

Workup

  1. customThe solution so obtained
  2. customto react for a further 30 minutes
  3. stirringthe mixture was stirred for 2 hours at room temperature

Sources & evidence

ORD record
ord-b35ca5e4f3d54c11a93ceda210a1394b
Source dataset
uspto-grants-1994_08
Patent number
US05336795

Reaction notes

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