Hydrochloric Acid → 1-(3-Nitrophenyl)-5-phenyl-3-(trifluoromethyl)pyrazole

HRID 644472ノート

反応式

HRID 644472 の反応式
[F:1][C:2]([F:15])([F:14])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.Cl.[N+:17]([C:20]1[CH:21]=[C:22]([NH:26][NH2:27])[CH:23]=[CH:24][CH:25]=1)([O-:19])=[O:18].Cl.C(O)C>O>[N+:17]([C:20]1[CH:21]=[C:22]([N:26]2[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[CH:4][C:3]([C:2]([F:15])([F:14])[F:1])=[N:27]2)[CH:23]=[CH:24][CH:25]=1)([O-:19])=[O:18]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 675894,4,4-Trifluoro-1-phenyl-1,3-butanedioneHCID 54642853-Nitrophenylhydrazinium(1+) chloride

生成物 1

HCID 230699751-(3-Nitrophenyl)-5-phenyl-3-(trifluoromethyl)pyrazole収率 94.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4,4,4-trifluoro-1-phenyl-1,3-butanedione (432.3 mg, 2 mmol), 3-nitrophenylhydrazine hydrochloride (379.2 mg, 2 mmol), concentrated hydrochloric acid (0.2 mL) and ethanol (8 mL) was reflued for 2 hours. After the reaction mixture was cooled to room temperature, it was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=4:1→3:1) to give the title compound (631.5 mg, 94.7%) as a light yellowish white powder.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe residue obtained by evaporation under reduced pressure
  5. customwas purified by column chromatography on silica gel (n-hexane:ethyl acetate=4:1→3:1)

出典と根拠

ORDレコード
ord-05804e303a8f49f492eddac5d5740752
出典データセット
uspto-grants-2010_04
特許番号
US07700655B2

反応ノート

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