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Potassium Hydroxide → 6-Bromo-7-chloro-2-(3,5-dimethylphenyl)quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | 1-(3,5-Dimethylphenyl)ethan-1-one | HCID 14921 | — |
| 反応物 | (2-Amino-5-bromo-4-chlorophenyl)methanol | HCID 67081018 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 6-Bromo-7-chloro-2-(3,5-dimethylphenyl)quinoline | HCID 86684981 | 43.3% |
反応手順
(2-amino-5-bromo-4-chlorophenyl)methanol (8.2 g, 34.7 mmol), 3,5-dimethylacetophenone (8.22 g, 55.5 mmol), RuCl2(PPh3)3 (0.15 g, 0.173 mmol), and KOH (1.31 g, 23.4 mmol) was refluxed in 90 mL of toluene for 18 hours. Water was collected from the reaction using a Dean-Stark trap. The reaction mixture was allowed to cool to room temperature and filtered through a silica gel plug and eluted with DCM and purified by column chromatography, eluting with 2:1 (v/v) hexanes:DCM, to give 6-bromo-7-chloro-2-(3,5-dimethylphenyl)quinoline (5.2 g, 43.3%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09217004B2 |
| 出典データセット | uspto-grants-2015_12 |
| ORD ID | ord-5b3c372cda554e3b92366ec5f333ff36 |
| 出典メモ | uspto-grants-2015_12 |