3-Hydroxybenzophenone → {3-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}phenylmethanone

HRID 228599

반응식

HRID 228599 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.[OH:16][C:17]1[CH:18]=[C:19]([CH:28]=[CH:29][CH:30]=1)[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21].C(=O)([O-])O.[Na+]>>[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:16][C:17]1[CH:18]=[C:19]([C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:21])[CH:28]=[CH:29][CH:30]=1

참가 물질

4

반응물 3

HCID 830503-HydroxybenzophenoneHCID 4596104-Chloro-6,7-dimethoxyquinolineHCID 516892Sodium Bicarbonate

생성물 1

HCID 53907205{3-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}phenylmethanone수율 65.3%

반응 조건

온도
170 °C

실험 절차

4-Chloro-6,7-dimethoxyquinoline (112 mg) and 3-hydroxybenzophenone (297 mg) were mixed together, and the mixture was heated at 170° C. for 10 min. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, was dried over sodium sulfate, and was then concentrated. The residue was subjected to separation and purification by column chromatography on silica gel using hexane-acetone as a solvent to give the title compound (126 mg, yield 65%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialwas dried over sodium sulfate
  4. concentrationwas then concentrated
  5. customThe residue was subjected to separation and purification by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-7f9cab0a07a442abbf9e7ddac8cc2348
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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