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Methyl Ethyl Ketone → 5-Bromo-2,3-dimethyl-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl Ethyl Ketone | HCID 6569 | — |
| 反応物 | 4-Bromophenylhydrazine hydrochloride | HCID 12157 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 5-Bromo-2,3-dimethyl-1H-indole | HCID 12793097 | 67% |
反応手順
Following a published procedure (Gundersen, E. G. U.S. Patent App. Publ. US 2005/070592) 2-Butanone (0.11 mL, 1.278 mmol) was added to a solution of 4-bromophenylhydrazine hydrochloride (0.300 g, 1.342 mmol in EtOH (3.8 mL). The mixture was heated to reflux for 22 h, concentrated in vacuo, and partitioned between EtOAc and 1N HCl. The organic layer was washed with H2O and saturated aqueous NaHCO3, dried over Na2SO4, filtered, and concentrated. The crude residue was purified by chromatography (SiO2, 0-20% EtOAc/Hexane) to afford the desired indole as a pink powder (200 mg, 67%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08877797B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-76b085d4ce4d43bf909b7b7a61b3c790 |
| 出典メモ | uspto-grants-2014_11 |