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

HRID 367368

反応式

HRID 367368 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 179890505-(Trifluoromethoxy)-1H-indole収率 23.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-db4b385c5414493e9da7264059cc4606
出典データセット
uspto-grants-2000_10
特許番号
US06133287

関連ノート

読み込み中…