ethylcyclopentadiene → HCID 178438232, compound

HRID 404933Notes

Reaction equation

HRID 404933 reaction equation
[CH3:1][C:2]1[CH2:6][CH:5]=[C:4]([CH3:7])[CH:3]=1.[CH2:8]([C:10]1[CH2:14][CH:13]=[CH:12][CH:11]=1)[CH3:9].O.[Ru:16](Cl)(Cl)Cl>C(O)C.[Zn]>[CH3:7][C:4]1([Ru:16][C:10]2([CH2:8][CH3:9])[CH:14]=[CH:13][CH:12]=[CH:11]2)[CH:5]=[CH:6][C:2]([CH3:1])=[CH:3]1

Participants

6

Reactant 3

HCID 528166ethylcyclopentadieneHCID 6093376Ruthenium trichloride hydrateHCID 111370941,3-Dimethylcyclopentadiene

Product 1

HCID 178438232HCID 178438232, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

In an argon atmosphere, 3.0 mL of 1,3-dimethylcyclopentadiene and 3.0 mL of ethylcyclopentadiene were added to a solution prepared by dissolving 0.51 g of ruthenium chloride hydrate in 40 mL of ethanol. Thereafter, 4.1 g of a zinc powder was added thereto. The mixture was stirred at 70° C. for 3 hours. The solvent was distilled off under vacuum, and hexane was added to the residue. The insoluble matter was removed by filtration, and the solvent was thereafter distilled off under vacuum. The resultant residue was distilled and then separated with an alumina column. Thus, 0.24 g of a yellow liquid was obtained (yield, 43%).

Workup

  1. customprepared
  2. distillationThe solvent was distilled off under vacuum, and hexane
  3. additionwas added to the residue
  4. customThe insoluble matter was removed by filtration
  5. distillationthe solvent was thereafter distilled off under vacuum
  6. distillationThe resultant residue was distilled
  7. customseparated with an alumina column

Sources & evidence

ORD record
ord-eee76d68c10244b0a17e46a5ab51c946
Source dataset
uspto-grants-2014_06
Patent number
US08748644B2

Reaction notes

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