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Water → 6,7-Dimethoxy-4-[(6-methoxy-3-pyridinyl)oxy]quinoline

HRID 228741
ノート
印刷プレビュー

反応式

HRID 228741 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:23][O-:24].[Na+].O>C1(C)C=CC=CC=1>[CH3:20][O:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][C:15]=1[O:21][CH3:22])[N:12]=[CH:11][CH:10]=[C:9]2[O:8][C:5]1[CH:6]=[N:7][C:2]([O:24][CH3:23])=[CH:3][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 230784034-((6-Chloropyridin-3-yl)oxy)-6,7-dimethoxyquinoline2 回

生成物 1

HCID 230785336,7-Dimethoxy-4-[(6-methoxy-3-pyridinyl)oxy]quinoline収率 61.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

4-(6-Chloro-pyridin-3-yloxy)-6,7-dimethoxy-quinoline (compound 206) (145 mg) and sodium methoxide (87 mg) were suspended in toluene (1.2 ml), and the suspension was heated under reflux for 20 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was then washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (88 mg, yield 61%).

後処理

  1. temperaturethe suspension was heated
  2. temperatureunder reflux for 20 hr
  3. extractionthe mixture was extracted with chloroform
  4. washThe chloroform layer was then washed with water and saturated brine
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. customThe solvent was removed by distillation under the reduced pressure
  7. customthe residue was purified by thin layer chromatography

出典と根拠

ORDレコード
ord-feee1c613adc4d2fa064a8233f15e1c6
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07560558B2

反応ノート

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