Water → Propyl 3-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalene-2-carboxylate

HRID 228734ノート

反応式

HRID 228734 の反応式
[OH:1][C:2]1[C:11]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.Cl[C:19]1[C:28]2[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=2)[N:22]=[CH:21][CH:20]=1.O>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[CH3:30][O:29][C:26]1[CH:27]=[C:28]2[C:23](=[CH:24][C:25]=1[O:31][CH3:32])[N:22]=[CH:21][CH:20]=[C:19]2[O:1][C:2]1[C:11]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])=[CH:10][C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

参加物

6

反応物 3

HCID 962WaterHCID 250121Propyl 2-hydroxy-3-naphthoateHCID 4596104-Chloro-6,7-dimethoxyquinoline

生成物 1

HCID 23078422Propyl 3-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalene-2-carboxylate収率 44.5%

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
140 °C

実験手順

Propyl 2-hydroxy-3-naphthoate (400 mg), 4-chloro-6,7-dimethoxyquinoline (130 mg), and 4-dimethylaminopyridine (213 mg) were suspended in o-dichlorobenzene (4 ml), and the suspension was stirred at 140° C. for 12.5 hr. The reaction solution was cooled to room temperature, water was then added thereto, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-acetone to give the title compound (108 mg, yield 44%).

後処理

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

出典と根拠

ORDレコード
ord-55f5465a2a04440680043cf5706d9e57
出典データセット
uspto-grants-2009_07
特許番号
US07560558B2

反応ノート

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