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Sodium Carbonate → 2-(tert-Butyl)-6-nitroindoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Potassium Nitrate | HCID 24434 | — |
| 反応物 | 2-tert-Butyl-1H-indole | HCID 594166 | — |
| 反応物 | 2-(tert-Butyl)indoline | HCID 4642643 | — |
| 溶媒 | Sulfuric Acid | HCID 1118 | — |
| 生成物 | 2-(tert-Butyl)-6-nitroindoline | HCID 57470195 | 32% |
反応手順
To a solution of the mixture of 2-tert-butyl-2,3-dihydro-1H-indole and 2-tert-butyl-1H-indole (9.7 g ) in H2SO4 (98%, 80 mL) was slowly added KNO3 (5.6 g, 55.7 mmol) at 0° C. The reaction mixture was stirred at room temperature for 1 h, carefully poured into cracked ice, basified with Na2CO3 to pH˜8 and extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography to give 2-tert-butyl-6-nitro-2,3-dihydro-1H-indole (4.0 g, 32% over 2 steps).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08101767B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-b6a05506104e43adbdfe0df4cafdb503 |
| 出典メモ | uspto-grants-2012_01 |