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Acetic Acid → 4-fluoro-3-(2-methyl-2-nitropropyl)-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 2-Nitropropane | HCID 398 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 1644-64-0 | HCID 11492162 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | 4-fluoro-3-(2-methyl-2-nitropropyl)-1H-indole | HCID 22014813 | 76% |
反応手順
A slurry of 4-fluoro-3-(dimethylaminoethyl)-1H-indole (4.3 g, 22.4 mmol) in 14.1 ml of 2-nitropropane is treated with solid NaOH (941 mg, 23.5 mmol), and the resulting mixture is heated at reflux overnight. After cooling to ambient temperature, the reaction mixture is acidified with 10%. aqueous acetic acid (25 ml) and stirring is continued for 30 minutes. The reaction mixture is diluted with ethyl acetate (50 ml) and brine (50 ml). The layers are separated, and the organic layer is washed with brine (50 ml), dried over Na2SO4 and concentrated in vacuo to give 3.71 g of 4-fluoro-3-(2-methyl-2-nitropropyl)-1H-indole (76%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087635B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-a38914c6c46e4909b2e3f31bcb03efa9 |
| 出典メモ | uspto-grants-2006_08 |