関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | 5-benzyloxy-6-isopropyl-3-methyl-1H-indole | HCID 59598603 | — |
| 触媒 | Benzyltributylammonium chloride | HCID 159952 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-benzyloxy-6-isopropyl-1,3-dimethyl-1H-indole | HCID 59598742 | — |
反応手順
5-Benzyloxy-6-isopropyl-3-methyl-1H-indole (0.320 g, 1.15 mmol), KOH (0.264 g, 4.7 mmol), benzyl tributylammonium chloride (0.071 g, 0.230 mmol), and methyl iodide (0.107 mL, 1.72 mmol) were added to 3 mL of toluene. The resulting mixture was stirred for 4 hours at 90° C., cooled to room temperature, poured into water, and extracted with ethyl acetate 2 times. The combined organic layers were washed with water, dried (MgSO4), and evaporated in vacuo to provide a crude oil that was purified with flash chromatography (ethyl acetate/hexanes=1/9); yield 270 mg of 5-benzyloxy-6-isopropyl-1,3-dimethyl-1H-indole.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08524725B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-a73ad4848b2a485e8a88867322cf28f5 |
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| 出典メモ | uspto-grants-2013_09 |
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