Aluminium lithium hydride → 1H-indole-3-propylamine

HRID 555335

反応式

HRID 555335 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][NH-:13])=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][NH2:13])=[CH:2]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 866356103-(1H-indol-3-yl)propylamide

生成物 1

HCID 289891H-indole-3-propylamine収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To the solution of 3-(1H-indol-3-yl)propylamide (1.85 g, 9.83 mmol) in tetrahydrofuran (50 mL) is added lithium aluminum hydride (1.49 g, 39.31 mmol) at 0° C. The resulting mixture is warmed to room temperature and then refluxed for 2.5 hours. The mixture is then cooled to room temperature and quenched by slow addition of water (2 mL) followed by aqueous 15% sodium hydroxide (2 mL) and water (2 mL). The mixture is allowed to stir overnight and filtered through celite. The filtrate obtained is evaporated and the residue is subjected to flash column chromatography (50% dichloromethane: 40% methanol: 10% aqueous ammonia (40%)) to afford 3-(1H-Indol-3-yl)propylamine (1.61 g, 94%).

後処理

  1. temperaturerefluxed for 2.5 hours
  2. temperatureThe mixture is then cooled to room temperature
  3. customquenched by slow addition of water (2 mL)
  4. filtrationfiltered through celite
  5. customThe filtrate obtained
  6. customis evaporated

出典と根拠

ORDレコード
ord-b7faf9f2702845409cf1274eab15ff82
出典データセット
uspto-grants-2011_11
特許番号
US08053442B2

関連ノート

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