Water → 6,7-Dimethoxy-4-(4-methyl-2-nitrophenoxy)quinoline

HRID 228520

반응식

HRID 228520 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH3:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([N+:24]([O-:26])=[O:25])[CH:18]=1.O>ClC1C=CC=CC=1Cl>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][CH:3]=[C:2]2[O:23][C:20]1[CH:21]=[CH:22][C:17]([CH3:16])=[CH:18][C:19]=1[N+:24]([O-:26])=[O:25]

참가 물질

5

반응물 3

HCID 962WaterHCID 83914-Methyl-2-nitrophenolHCID 4596104-Chloro-6,7-dimethoxyquinoline

생성물 1

HCID 230784026,7-Dimethoxy-4-(4-methyl-2-nitrophenoxy)quinoline수율 27.4%

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
180 °C

실험 절차

4-Chloro-6,7-dimethoxyquinoline (1.15 g) and 4-methyl-2-nitrophenol (1.52 g) were suspended in o-dichlorobenzene (7 ml), and the suspension was stirred at 180° C. for 23 hr. The reaction solution was cooled to room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-chloroform to give the title compound (480 mg, yield 27%).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was then washed with water and saturated brine
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. customThe solvent was removed
  6. distillationby distillation under the reduced pressure
  7. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-3d01e61581634969b60c63137456e41a
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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