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p-Toluenesulfonic acid → N-[1-(1H-1,2,3-benzotriazol-1-yl)propyl]-4-chlorobenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 4-Chlorobenzamide | HCID 12084 | — |
| 反応物 | Propane, 1,1-diethoxy- | HCID 20858 | — |
| 反応物 | HCID 178418385 | HCID 178418385 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | N-[1-(1H-1,2,3-benzotriazol-1-yl)propyl]-4-chlorobenzamide | HCID 18770656 | 28.5% |
反応手順
A suspension of 4-chlorobenzamide (1.50 g, 9.6 mmol), propionaldehyde diethyl acetal (1.53 g, 11.6 mmol), and benzotriazole (1.15 g, 9.6 mmol) in toluene (35 mL) was treated with p-toluenesulfonic acid (100 mg, 0.53 mmol). The mixture was heated at reflux under Dean-Stark conditions for 16 hours, cooled to ambient temperature, and concentrated to dryness. The crude material was purified by flash chromatography (elution with 40% ethyl acetate/hexanes) to provide 0.860 g of the desired product as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06645968B2 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-5baf35a8abbc4aef94eb3a9a7b85d8fb |
| 出典メモ | uspto-grants-2003_11 |