4-Chloro-6,7-dimethoxyquinoline → 4-(2-Iodo-4,5-dimethyl-phenoxy)-6,7-dimethoxyquinoline

HRID 228687

反応式

HRID 228687 の反応式
[I:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[OH:10].Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][CH:13]=1>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[I:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[O:10][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][CH:13]=1

参加物

5

反応物 2

HCID 4596104-Chloro-6,7-dimethoxyquinolineHCID 136352572-Iodo-4,5-dimethylphenol

生成物 1

HCID 230783614-(2-Iodo-4,5-dimethyl-phenoxy)-6,7-dimethoxyquinoline収率 57.6%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
130 °C

実験手順

2-Iodo-4,5-dimethylphenol (447 mg), 4-chloro-6,7-dimethoxyquinoline (466 mg), and 4-dimethylaminopyridine (539 mg) were suspended in o-dichlorobenzene (20 ml), and the mixture was stirred at 130° C. for 4 hr. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-chloroform to give the title compound (452 mg, yield 50%).

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. customthe solvent was then removed by distillation under the reduced pressure
  3. additionWater was then added to the residue
  4. extractionthe mixture was extracted with chloroform
  5. washThe chloroform layer was washed with water
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation under the reduced pressure
  8. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-375447432ad448ada733883bacae3148
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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