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

HRID 224457

反応式

HRID 224457 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-79c940176ede4312b396c118652df2f8
出典データセット
uspto-grants-1980_11
特許番号
US04232034

関連ノート

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