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7-Bromo-1-Chloroisoquinoline → 7-Bromo-1-butylisoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 7-Bromo-1-Chloroisoquinoline | HCID 6502024 | — |
| 反応物 | HCID 178418265 | HCID 178418265 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 7-Bromo-1-butylisoquinoline | HCID 21085995 | 24.4% |
反応手順
To a refluxing solution of 7-bromo-1-chloroisoquinoline (4.85 g, 23.28 mmol) in diethyl ether (75 mL) was added butylmagnesium chloride (17.8 mL, 2.0 M ether, 35.6 mmol) and the reaction maintained at reflux for 2 h. The reaction mixture was cooled to room temperature, carefully diluted with an equal volume of ethyl acetate, washed with saturated sodium bicarbonate, water, and saturated sodium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure to give an brown oil. Purification by flash column chromatography (silica, 1-10% ether/hexanes) gave the desired 7-bromo-1-butylisoquinoline (1.50 g): ESI MS m/z 264 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07727997B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-a635181a8b834cb2a957fc968b143c5e |
| 出典メモ | uspto-grants-2010_06 |