Potassium Carbonate → Ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate

HRID 18117

Reaktionsgleichung

Reaktionsgleichung von HRID 18117
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC(C)=O>[C:21]1([CH2:20][CH2:19][CH2:18][N:1]2[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 142179ethyl 1H-pyrazole-4-carboxylate

Produkt 1

HCID 21958678Ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureThe suspension was refluxed overnight
  2. customafter which the solvent was removed under reduced pressure
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialthe organic layer dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate evaporated under reduced pressure
  7. customto give an oil, which
  8. customwas purified by preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-57a789f1727f4969851ec17937bcffa5
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741331B2

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