4-Chlorophenol → 1-Chloro-4-(4-nitrophenoxy)benzene

HRID 35688

반응식

HRID 35688 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 46844-ChlorophenolHCID 9590p-FluoronitrobenzeneHCID 11430Potassium Carbonate

생성물 1

HCID 157861-Chloro-4-(4-nitrophenoxy)benzene수율 702.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
70 °C

실험 절차

Under a dry nitrogen atmosphere a stirred mixture of 10.9 g (0.077 mole) 4-fluoronitrobenzene, 9.95 g (0.0077 mole) 4-chlorophenol, and 11.8 g (0.085 mole) potassium carbonate in 175 mL of dimethylsulfoxide was heated at 70° C. for two days. The reaction mixture was cooled and filtered. The filtrate was diluted with water until a volume of one liter was obtained. This mixture was extracted with three 200 mL portions of diethyl ether. The combined ether extract was washed with water followed by an aqueous saturated sodium chloride solution. The washed extract was dried over anhydrous sodium sulfate and filtered. Evaporation of the filtrate under reduced pressure yielded 13.5 g 4-(4-chlorophenoxy)nitrobenzene (mp 67°-70° C.).

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. additionThe filtrate was diluted with water until a volume of one liter
  4. customwas obtained
  5. extractionThis mixture was extracted with three 200 mL portions of diethyl ether
  6. extractionThe combined ether extract
  7. washwas washed with water
  8. extractionThe washed extract
  9. dry with materialwas dried over anhydrous sodium sulfate
  10. filtrationfiltered
  11. customEvaporation of the filtrate under reduced pressure

출처 및 근거

ORD 기록
ord-c1a9a8715b9a4c9ebcfe2d77541c3e8e
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767779

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