Ethyl Acetate → 5-(Trifluoromethoxy)-1H-indole

HRID 367368

반응식

HRID 367368 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:22])([F:21])[O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14](=O)[C:13]2=O.[O-]S([O-])(=O)=O.[Na+].[Na+].C(OCC)(=O)C>C1COCC1>[F:22][C:8]([F:7])([F:21])[O:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][CH:14]=[CH:13]2

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 24436Sodium SulfateHCID 27327525-(trifluoromethoxy)-2,3-dihydro-1H-indole-2,3-dioneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 179890505-(Trifluoromethoxy)-1H-indole수율 23.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium aluminum hydride (10.4 mL, 1M in THF, 10.4 mmol) was added to a solution of 5-trifluoromethoxyisatin (0.8 g, 3.45 mmol) in THF at room temperature and the mixture was refluxed overnight. The reaction mixture was cooled, and Na2SO4 10H2O was added very carefully portionwise, followed by ethyl acetate. The reaction mixture was then filtered, and the filtrate was evaporated. The residual oil was purifed by column chromatography with ethyl acetate in hexanes (2:98) to yield 5-trifluoromethoxy-1H-indole (0.162 g, 23%).

후처리

  1. temperaturethe mixture was refluxed overnight
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe reaction mixture was then filtered
  4. customthe filtrate was evaporated

출처 및 근거

ORD 기록
ord-db4b385c5414493e9da7264059cc4606
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133287

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