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8-Methylquinoline → 8-(Bromomethyl)quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 8-Methylquinoline | HCID 11910 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 触媒 | Benzoyl Peroxide | HCID 7187 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 生成物 | 8-(Bromomethyl)quinoline | HCID 346914 | 83.7% |
反応手順
Combine 8-methyl-quinoline (1.0 g, 6.99 mmol), NBS (1.3 g, 7.13 mmol), benzoyl peroxide (6.0 mg, 0.03 mmol), carbon tetrachloride (30 mL) and reflux for 17 h. Cool the reaction mixture to ambient temperature and evaporate the solvent. Dissolve the residue in chloroform (30 mL), wash the organic solution with saturated aqueous NaHCO3 (2×10 mL), brine (10 mL) and dry over anhydrous Na2SO4. Evaporate the solvent and purify by chromatography on silica gel eluting with DCM to obtain the title compound as a white solid (1.3 g, 83%). MS (ES+) m/z: 223 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08022062B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-5f78717363864841a89c26a5b8c91846 |
| 出典メモ | uspto-grants-2011_09 |