Sodium Hydroxide → 6-fluoro-2,3-dihydro-1H-indole

HRID 557223

反応式

HRID 557223 の反応式
C([BH3-])#N.[Na+].[F:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[CH:11][NH:12]2)=[CH:8][CH:7]=1.[OH-].[Na+]>C(O)(=O)C>[F:5][C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][CH2:11][NH:12]2)=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 3512786-FluoroindoleHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 2604006-fluoro-2,3-dihydro-1H-indole収率 76%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Add sodium cyanoborohydride (5.57 g, 88.78 mmol) to a solution of 6-fluoro-indole (10 g, 73.99 mmol) in acetic acid (100 ml). Stir at room temperature for 30 minutes. Pour the reaction mixture into 5N sodium hydroxide and extract with ethyl acetate. Wash the combined organic phases with saturated aqueous sodium bicarbonate followed by saturated aqueous sodium chloride. Concentrated under reduced pressure and subject the residue to silica gel chromatography to provide the desired compound as a colorless oil (7.69 g, 76%).

後処理

  1. extractionextract with ethyl acetate
  2. washWash the combined organic phases with saturated aqueous sodium bicarbonate
  3. concentrationConcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5876ebfc213c4646997de813d5d3e5d2
出典データセット
uspto-grants-2011_11
特許番号
US08058425B2

関連ノート

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