Water → 3-[(6,7-Dimethoxy-4-quinolyl)oxy]-6-nitrobenzaldehyde

HRID 228534

반응식

HRID 228534 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]=[CH:19][C:20]([N+:25]([O-:27])=[O:26])=[C:21]([CH:24]=1)[CH:22]=[O:23].O>ClC1C=CC=CC=1>[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:24]=[C:21]([C:20]([N+:25]([O-:27])=[O:26])=[CH:19][CH:18]=1)[CH:22]=[O:23]

참가 물질

5

반응물 3

HCID 962WaterHCID 392115-Hydroxy-2-nitrobenzaldehydeHCID 4596104-Chloro-6,7-dimethoxyquinoline

생성물 1

HCID 859454883-[(6,7-Dimethoxy-4-quinolyl)oxy]-6-nitrobenzaldehyde수율 66.3%

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

실험 절차

4-Chloro-6,7-dimethoxyquinoline (200 mg) and 5-hydroxy-2-nitrobenzaldehyde (299 mg) were suspended in chlorobenzene (2 ml), and the suspension was heated under reflux for 8 hr. The reaction solution was cooled to room temperature, water was then 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 thin layer chromatography using ethyl acetate-hexane to give 3-[(6,7-dimethoxy-4-quinolyl)oxy]-6-nitrobenzaldehyde (210 mg, yield 66%).

후처리

  1. temperaturethe suspension was heated
  2. temperatureunder reflux for 8 hr
  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 thin layer chromatography

출처 및 근거

ORD 기록
ord-9f9db6638eed432e8ceecc30be452070
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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