Reaktion #46395

ord-57a789f1727f4969851ec17937bcffa5

Reaktionsgleichung

CCOC(=O)c1cn[nH]c1
ethyl 4-pyrazole carboxylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCCCc1ccccc1
1-bromo-3-phenylpropane
CCOC(=O)c1cnn(CCCc2ccccc2)c1
ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe suspension was refluxed overnight
  2. 2
    Sonstigeafter which the solvent was removed under reduced pressure
  3. 3
    SonstigeThe residue was partitioned between ethyl acetate and water
  4. 4
    Trocknenthe organic layer dried over magnesium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigethe filtrate evaporated under reduced pressure
  7. 7
    Sonstigeto give an oil, which
  8. 8
    Sonstigewas purified by preparative TLC

Vorschrift

To a solution of ethyl 4-pyrazole carboxylate (3.57 mmol) in acetone (30 ml) was added potassium carbonate (35.7 mmol) and 1-bromo-3-phenylpropane (3.57 mmol). The suspension was refluxed overnight, after which the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and water, the organic layer dried over magnesium sulfate, filtered, and the filtrate evaporated under reduced pressure to give an oil, which was purified by preparative TLC, to give ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741331B2uspto-grants-2010_06