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Aluminium lithium hydride → 1H-indole-3-propylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 3-(1H-indol-3-yl)propylamide | HCID 86635610 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1H-indole-3-propylamine | HCID 28989 | 94% |
反応手順
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%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08053442B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-b7faf9f2702845409cf1274eab15ff82 |
| 出典メモ | uspto-grants-2011_11 |