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

HRID 1067766노트

반응식

HRID 1067766 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 183883621-methyl-1H-indole-7-carboxylic acid수율 49.5%

시약·촉매·용매 2

HCID 14829Copper oxide촉매HCID 313Hydrochloric Acid용매

반응 조건

온도
180 °C

실험 절차

A mixture of 4.60 g (21.0 mmol) of 1-methyl-indole-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.

후처리

  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

출처 및 근거

ORD 기록
ord-2081eb2cb5c64ed0ae4d86d26dda8249
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06248772B1

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