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Triethylamine → 4-Bromo-N-(3-iodo-phenyl)-butyramide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 3-Iodoaniline | HCID 12271 | — |
| 反応物 | 4-Bromobutyryl chloride | HCID 70225 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Cyclohexane | HCID 8078 | — |
| 生成物 | 4-Bromo-N-(3-iodo-phenyl)-butyramide | HCID 86678177 | 64% |
反応手順
To a solution of 3-iodoaniline (1.5 g, 6.85 mmol) and triethylamine (1.34 mL, 9.59 mmol) in dichloromethane (28 mL) at 0° C. was added dropwise 4-bromobutyryl chloride (0.99 mL, 8.56 mmol). The reaction mixture was then stirred at room temperature overnight. The organic extract was washed with an aqueous 1M HCl solution, aqueous 1M NaOH solution and brine, dried (Na2SO4), filtered, concentrated under vacuum. The crude residue was purified by silica gel column chromatography using a gradient of EtOAc (0-15%) in cyclohexane to yield a sticky solid. Trituration in a mixture of cyclohexane and ether and then filtration give the title compound as a solid (1.61 g, 64%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846712B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-f7871a57384f4a538967d51a3894c02f |
| 出典メモ | uspto-grants-2014_09 |