Quinoline → 1-methyl-1H-indole-7-carboxylic acid

HRID 564978ノート

反応式

HRID 564978 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([OH:13])=[O:12])[CH:4]=[C:3]1C(O)=O.N1C2C(=CC=CC=2)C=CC=1>[Cu]=O.Cl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([OH:13])=[O:12])[CH:4]=[CH:3]1

参加物

5

反応物 2

HCID 7047QuinolineHCID 108465121-methylindole-2,7-dicarboxylic Acid

生成物 1

HCID 183883621-methyl-1H-indole-7-carboxylic acid収率 49.5%

試薬・触媒・溶媒 2

HCID 14829Copper oxide触媒HCID 313Hydrochloric Acid溶媒

反応条件

温度
180 °C

実験手順

A mixture of 4.60 g (21.0 mmol) of 1-methylindole-2,7-dicarboxylic acid, 0.5 g of copper (II) oxide and 50 ml of quinoline was stirred for an hour with heating at 180° C. After cooling, the reaction mixture was poured onto 200 ml of 2N hydrochloric acid. The mixture was extracted three times with ethyl acetate and the combined extracts were washed with saturated sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was isolated and purified by silica gel column chromatography to give 1.82 g (49.0%) of 1-methyl-7-indolecarboxylic acid.

後処理

  1. temperatureAfter cooling
  2. extractionThe mixture was extracted three times with ethyl acetate
  3. washthe combined extracts were washed with saturated sodium chloride solution
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was isolated
  7. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-676be849af384cdc9690e67309a04ddf
出典データセット
uspto-grants-2001_01
特許番号
US06169107A

反応ノート

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