Potassium Carbonate → 1-(4-Methoxyphenyl)-3-methyl-1h-pyrazole

HRID 224457

Reaktionsgleichung

Reaktionsgleichung von HRID 224457
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1.CO[CH:14](OC)[CH2:15][C:16](=O)[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:15][C:16]([CH3:17])=[N:11]2)=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 2285484,4-Dimethoxy-2-butanoneHCID 27239044-Methoxyphenylhydrazine hydrochloride

Produkt 1

HCID 234609751-(4-Methoxyphenyl)-3-methyl-1h-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 17 parts of (4-methoxyphenyl)hydrazine hydrochloride, 14 parts of 4,4-dimethoxy-2-butanone, 14 parts of potassium carbonate and 240 parts of ethanol is stirred and refluxed for 2 hours. The reaction mixture is evaporated and the residue is stirred and refluxed for 1 hour with 200 parts of a hydrochloric acid solution 10%. The solvent is evaporated and the residue is neutralized with ammonium hydroxide. The product is extracted three times with 2,2'-oxybispropane. The combined extracts are washed with water, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using trichlormethane as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from hexane. The product is filtered off and dried, yielding 2.4 parts of 1-(4-methoxyphenyl)-3-methyl-1H-pyrazole.

Aufarbeitung

  1. temperaturerefluxed for 2 hours
  2. customThe reaction mixture is evaporated
  3. stirringthe residue is stirred
  4. temperaturerefluxed for 1 hour with 200 parts of a hydrochloric acid solution 10%
  5. customThe solvent is evaporated
  6. extractionThe product is extracted three times with 2,2'-oxybispropane
  7. washThe combined extracts are washed with water
  8. customdried
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is purified by column-chromatography over silica gel
  12. customThe pure fractions are collected
  13. customthe eluent is evaporated
  14. customThe residue is crystallized from hexane
  15. filtrationThe product is filtered off
  16. customdried

Quellen und Nachweise

ORD-Eintrag
ord-79c940176ede4312b396c118652df2f8
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232034

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