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p-Toluenesulfonic acid monohydrate → 2-(3-Methoxy-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 | N-(2-Hydroxyphenyl)-3-methoxy-4-methylbenzamide | HCID 16378794 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole | HCID 21990968 | — |
反応手順
A mixture of N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide (1.5 g, 5.8 mmol), toluene (30 mL), p-toluenesulfonic acid monohydrate (7.6 g, 40 mmol) and molecular sieves was refluxed overnight. After cooling reaction to rt, filtered washing with warm chloroform and concentrated filtrate in vacuo. The resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc:hexanes to give the desired intermediate, 2-(3-methoxy-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-04560bce4f774e089189eeafb357a37c |
| 出典メモ | uspto-grants-2006_08 |