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Ammonium Chloride → 2-(2-Chloropyridin-4-yl)-1-(3-methoxy-5-methylphenyl)ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 2-Chloro-4-methylpyridine | HCID 77248 | — |
| 反応物 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 反応物 | Methyl 3-methoxy-5-methylbenzoate | HCID 13834966 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(2-Chloropyridin-4-yl)-1-(3-methoxy-5-methylphenyl)ethanone | HCID 50898940 | — |
反応手順
To a solution of methyl 3-methoxy-5-methylbenzoate (9.0 g, 50 mmol) and 2-chloro-4-methylpyridine (7.0 g, 55 mmol) in tetrahydrofuran (90 mL) was dropwise added lithium hexamethyldisilazide (75 mL, 75 mmol, 1M In THF) at 0° C. under a nitrogen atmosphere, and stirred at room temperature for 18 hours. After completion of the nucleophilic attack reaction, the reaction mixture was neutralized with a saturated ammonium chloride solution (150 mL) and extracted with ethyl acetate (300 mL×2). The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated by vacuum distillation, and the concentrate (9.92 g, 72%) was used in the next reaction without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08273880B2 |
| 出典データセット | uspto-grants-2012_09 |
| ORD ID | ord-4bb9427800bb4227909549292e934e67 |
| 出典メモ | uspto-grants-2012_09 |