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Water → 4-Bromo-6,7-dimethoxyquinoline

HRID 228685
ノート
印刷プレビュー

反応式

HRID 228685 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8](=O)[CH:7]=[CH:6]2.P(Br)(Br)([Br:18])=O.O>ClC1C=CC=CC=1>[Br:18][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][CH:7]=1
参加物反応条件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 24613Phosphorus oxybromideHCID 1110556,7-Dimethoxyquinolin-2-ol

生成物 1

HCID 161127194-Bromo-6,7-dimethoxyquinoline収率 42%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
150 °C

実験手順

6,7-Dimethoxyquinolone (0.79 g) was dissolved in chlorobenzene (7 ml) to prepare a solution. Phosphorus oxybromide (3.34 g) was added to the solution, and the mixture was stirred at 150° C. for 6 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 column chromatography on silica gel using acetone-chloroform to give 4-bromo-6,7-dimethoxyquinoline (429 mg, yield 42%).

後処理

  1. customto prepare a solution
  2. temperatureThe reaction solution was cooled to room temperature
  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 column chromatography on silica gel

出典と根拠

ORDレコード
ord-1258c8dbdd7a49f2a01665cb93628667
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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