Methanol → 2-(Indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

HRID 1106481ノート

反応式

HRID 1106481 の反応式
C1(S([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([C:19]3[CH:28]=[C:27]([C:29]([OH:31])=[O:30])[C:26]4[C:21](=[CH:22][C:23]([O:34][CH3:35])=[C:24]([O:32][CH3:33])[CH:25]=4)[N:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].CO>O>[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]2[CH:28]=[C:27]([C:29]([OH:31])=[O:30])[C:26]3[C:21](=[CH:22][C:23]([O:34][CH3:35])=[C:24]([O:32][CH3:33])[CH:25]=3)[N:20]=2)=[CH:11]1

参加物

5

反応物 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 187886132-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

生成物 1

HCID 187887092-(Indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A stirred solution of (0.547 g) of 2-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline, K2CO3 (0.380 g), MeOH (40 ml) and H2O (10 ml) are heated to reflux. The MeOH is evaporated in vacuo, and the aqueous residue diluted with more H2O, and acidified with 0.1N HCl to pH between 6-7 while contained in an ice-bath. An orange solid precipitates. This is collected, washed with ether then dried under vacuum (0.1 mm at 22° C.) for a few hours to obtain 2-(indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline m.p. 286° C. dec).

後処理

  1. customThe MeOH is evaporated in vacuo
  2. additionthe aqueous residue diluted with more H2O
  3. customwhile contained in an ice-bath
  4. customAn orange solid precipitates
  5. customThis is collected
  6. washwashed with ether
  7. customthen dried under vacuum (0.1 mm at 22° C.) for a few hours

出典と根拠

ORDレコード
ord-30762ebcc11e4818a56051c4eb15999d
出典データセット
uspto-grants-2000_05
特許番号
US06057320

反応ノート

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