化工社化工社 化学情報印刷レポート · 研究参考用
Nitric Acid → 1-(4-Fluoro-5-nitroindolin-1-yl)ethan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Nitric Acid | HCID 944 | — |
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | 4-Fluoroindole | HCID 2774502 | — |
| 反応物 | 1-Acetyl-4-fluoroindoline | HCID 66915038 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 1-(4-Fluoro-5-nitroindolin-1-yl)ethan-1-one | HCID 66915030 | — |
反応手順
Treatment of 1-(4-fluoro-2,3-dihydro-indol-1-yl)-ethanone, prepared from 4-fluoroindole (See e.g., EP 0645385A1), with concentrated H2SO4 and fuming HNO3 in glacial acetic acid gave 1-(4-fluoro-5-nitro-2,3-dihydro-indol-1-yl)-ethanone. Deprotection of the acetyl group with Na2S in aqueous ethanol provided 4-fluoro-5-nitro-2,3-dihydro-1H-indole, which was treated with 2,3-dicyano-5,6-dichloro-parabenzoquinone (DDQ) to provide 4-fluoro-5-nitroindole. A subsequent hydrogenation over Pd/C gave 5-amino-4-fluoroindole.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07781591B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-2e3d76ae270d4a529e4439bf1d4489a3 |
| 出典メモ | uspto-grants-2010_08 |