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Dimethyl Sulfate → 3-(2-Nitro-2-methylpropyl)-7-nitroindole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethyl Sulfate | HCID 6497 | — |
| 反応物 | Indole, 3-((dimethylamino)methyl)-7-nitro- | HCID 15451 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 溶媒 | 2-Nitropropane | HCID 398 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-(2-Nitro-2-methylpropyl)-7-nitroindole | HCID 22014767 | 131% |
反応手順
The 7-nitrogramine salt (2.0 g, 5.8 mmol) is suspended in a mixture of 2-nitropropane (9.5 mL) and methanol (9.5 mL). Dimethylsulfate (1.09 mL, 11.5 mmol) is added dropwise via syringe, and the resulting yellow solution is stirred at room temperature for 5 minutes. Sodium methoxide (0.62 g, 11.5 mmol) is then added in one portion, and the mixture is stirred overnight at room temperature. The reaction is quenched by addition of saturated NH4Cl solution and ethyl acetate. The aqueous layer is extracted with ethyl acetate, and the combined organic layers are washed with brine, and dried over Na2SO4 to give 1.0 g of 3-(2-nitro-2-methylpropyl)-7-nitroindole (69%).
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-8866daba5bfc47cba6e2aaa9a9e6d8c6 |
| 出典メモ | uspto-grants-2006_08 |