Water → 5-fluoro-1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde

HRID 1172096노트

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HRID 1172096 반응식
[F-:1].[K+].Cl[C:4]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:7]=[C:6]([C:15]([F:18])([F:17])[F:16])[C:5]=1[CH:19]=[O:20].O>CS(C)=O>[F:1][C:4]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:7]=[C:6]([C:15]([F:18])([F:17])[F:16])[C:5]=1[CH:19]=[O:20]

참가 물질

5

반응물 3

HCID 962WaterHCID 522689Potassium FluorideHCID 14790525-chloro-1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

생성물 1

HCID 178628865-fluoro-1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde수율 85.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
100 °C

실험 절차

10.5 g (180.2 mmoles) of potassium fluoride was added to a solution of 33.0 g (120.1 mmoles) of 5-chloro-1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde dissolved in 500 ml of dimethyl sulfoxide. The mixture was stirred at 100° C. for 2 hours to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water, followed by extraction with ethyl acetate. The resulting organic layer was washed with an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent) to obtain 26.5 g (yield: 85.0%) of 5-fluoro-1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde.

후처리

  1. customto give rise
  2. customto a reaction
  3. customAfter the completion of the reaction
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe resulting organic layer was washed with an aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe resulting solution was subjected to vacuum distillation
  8. customto remove the solvent
  9. customThe residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent)

출처 및 근거

ORD 기록
ord-703acef1c45140a298102dbd1abfd3f8
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07833939B2

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