Water → 1-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-1-propanone

HRID 228562노트

반응식

HRID 228562 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][C:13]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][CH:14]=2)=[C:6]([CH:8]([OH:11])[CH2:9][CH3:10])[CH:7]=1.O>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][C:13]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][CH:14]=2)=[C:6]([C:8](=[O:11])[CH2:9][CH3:10])[CH:7]=1

참가 물질

4

반응물 2

HCID 962WaterHCID 688291941-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-1-propanol

생성물 1

HCID 577563841-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-1-propanone수율 6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

1-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-1-propanol was dissolved in anhydrous dimethylsulfoxide (1 ml), a sulfur trioxide trimethylamine complex (70 mg) was added to the solution at 0° C., and the mixture was stirred at room temperature for 18 hr. Water (1 ml) was added dropwise to the reaction solution to stop the reaction. The mixture was extracted with ethyl acetate, and 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 chromatography on silica gel using ethyl acetate-hexane for development to give the title compound (11 mg, yield 6%).

후처리

  1. additiona sulfur trioxide trimethylamine complex (70 mg) was added to the solution at 0° C.
  2. customthe reaction
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe ethyl acetate layer was then washed with water and saturated brine
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customThe solvent was removed
  7. distillationby distillation under the reduced pressure
  8. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-f596937879ea4fb4bacd3c23e642eea6
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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