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p-Toluenesulfonic acid monohydrate → 2-(3,5-Dimethoxy-4-methylphenyl)-1,3-benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 反応物 | 3,5-dimethoxy-N-(2-methoxyphenyl)-4-methylbenzamide | HCID 2599339 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(3,5-Dimethoxy-4-methylphenyl)-1,3-benzoxazole | HCID 21990974 | — |
反応手順
A mixture of 3,5-dimethoxy-N-(2-methoxyphenyl)-4-methylbenzamide (1.29 g, 4.49 mmol), toluene (22 mL), p-toluenesulfonic acid monohydrate (5.9 g, 31 mmol) and molecular sieves was refluxed until no starting material was observed by TLC. Cooled mixture to rt and filtered, washing with warm chloroform. Removal of solvent from filtrate afforded a yellow solid. Purification of crude solid by flash chromatography on silica gel using 1:3 EtOAc:hexanes gave the desired intermediate, 2-(3,5-dimethoxy-4-methylphenyl)-1,3-benzoxazole, as a colorless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087601B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-450eaf900c1b41f5a2503bdf4b4d4c54 |
| 出典メモ | uspto-grants-2006_08 |