Water → 1-Fluoro-3-(4-fluorophenoxy)-5-nitrobenzene

HRID 523945

반응식

HRID 523945 반응식
F[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([F:11])[CH:3]=1.[C:12](=[O:15])([O-])[O-].[Cs+].[Cs+].O>FC1C=CC(O)=CC=1.CC(N(C)C)=O.C(OCC)(=O)C>[F:11][C:4]1[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=[C:2]([O:15][C:12]2[CH:6]=[CH:5][C:4]([F:11])=[CH:3][CH:2]=2)[CH:3]=1

참가 물질

7

반응물 3

HCID 962WaterHCID 10796Cesium carbonateHCID 752721,3-Difluoro-5-nitrobenzene

생성물 1

HCID 807530011-Fluoro-3-(4-fluorophenoxy)-5-nitrobenzene수율 296.7%

시약·촉매·용매 3

HCID 8857Ethyl Acetate용매HCID 97324-Fluorophenol용매HCID 31374Dimethylacetamide용매

반응 조건

온도
50 °C

실험 절차

Under an argon atmosphere and at room temperature, in a 500-mL pear-shaped evaporating flask, 4-fluorophenol (18.5 g) and 1,3-difluoro-5-nitrobenzene (25.0 g) were dissolved in DMA (300 mL). The reaction system was added with cesium carbonate (15.3 g) and stirred. The reaction system was then heated to 50° C., stirred for 3 hours, then heated to 65° C., stirred for 1 hour and further heated to 85° C. and stirred for 1 hour. The reaction solution was allowed to cool to room temperature, diluted with ethyl acetate and added with water to extract an organic layer. The aqueous layer was added with ethyl acetate to extract an organic layer. The organic layer was combined and washed with water and a saturated sodium chloride solution and the solvent was then distilled off under reduced pressure to give the titled compound (35.0 g) having the following physical properties.

후처리

  1. stirringstirred for 3 hours
  2. temperatureheated to 65° C.
  3. stirringstirred for 1 hour
  4. temperaturefurther heated to 85° C.
  5. stirringstirred for 1 hour
  6. temperatureto cool to room temperature
  7. extractionto extract an organic layer
  8. additionThe aqueous layer was added with ethyl acetate
  9. extractionto extract an organic layer
  10. washwashed with water
  11. distillationa saturated sodium chloride solution and the solvent was then distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-6de27b14a04545598a42b522b5932720
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340499B2

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