Water → 2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-iodobenzaldehyde

HRID 228563

反応式

HRID 228563 の反応式
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.[I:16][C:17]1[CH:24]=[C:21]([CH:22]=[O:23])[C:20]([OH:25])=[CH:19][CH:18]=1.O>CN(C)C1C=CN=CC=1.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:25][C:20]1[CH:19]=[CH:18][C:17]([I:16])=[CH:24][C:21]=1[CH:22]=[O:23]

参加物

6

反応物 3

HCID 962WaterHCID 2526125-IodosalicylaldehydeHCID 4596104-Chloro-6,7-dimethoxyquinoline

生成物 1

HCID 230784192-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-iodobenzaldehyde

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 7964Chlorobenzene溶媒

反応条件

温度
130 °C

実験手順

4-Chloro-6,7-dimethoxyquinoline (111 mg), 5-iodosalicylaldehyde (496 mg), and 4-dimethylaminopyridine (244 mg) were suspended in monochlorobenzene (2 ml), and the mixture was stirred at 130° C. overnight. 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 chromatography on silica gel using ethyl acetate-hexane for development to give 2-[(6,7-dimethoxy-4-quinolyl)oxy]-5-iodobenzaldehyde.

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was then washed with water and saturated brine
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. customThe solvent was removed
  6. distillationby distillation under the reduced pressure
  7. customthe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-d13683691b384adc9f5c74e52ac7528f
出典データセット
uspto-grants-2009_07
特許番号
US07560558B2

関連ノート

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