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

HRID 644472노트

반응식

HRID 644472 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-05804e303a8f49f492eddac5d5740752
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700655B2

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