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p-Toluenesulfonic acid → 2-(3-Bromo-4-methylphenyl)-1,3-benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 3-bromo-N-(2-hydroxyphenyl)4-methylbenzamide | HCID 21990965 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(3-Bromo-4-methylphenyl)-1,3-benzoxazole | HCID 21990996 | — |
反応手順
A mixture of 3-bromo-N-(2-hydroxyphenyl)-4-methylbenzamide (550 mg, 1.8 mmol), p-toluenesulfonic acid (2.4 g, 12.7 mmol) in toluene (50 mL) was refluxed for 4 h, cooled to rt, and filtered through a Celite pad. The filtrate was evaporated to dryness and the residue was purified by flash chromatography on silica gel using a gradient of EtOAc:hexane (0 to 30 min: 0 to 15% EtOAc) to afford 2-(3-bromo-4-methylphenyl)-1,3-benzoxazole as a colorless solid. MS (ESI) 288 (M+H)+.
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-7e394f340d90490fb912d28f8ae83adc |
| 出典メモ | uspto-grants-2006_08 |