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Ethylene Glycol → 4-Methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethylene Glycol | HCID 174 | — |
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 1-(4-Methoxybenzo[d]oxazol-2-yl)ethanone | HCID 18316633 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-Methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole | HCID 18316639 | — |
反応手順
2-Acetyl-4-methoxybenzoxazole (200 mg), p-toluenesulphonic acid (239 mg), ethylene glycol (0.29 ml) and toluene (10 ml) were heated to reflux under Dean-Stark conditions for 2 h. After cooling to room temperature, the toluene was evaporated, and the residue partitoned between water (20 ml) and ethyl acetate (20 ml). The aqueous phase was extracted with ethyl acetate (20 ml). The combined organic phases were washed with water (40 ml), aqueous sodium bicarbonate (2×40 ml) and water (40 ml), dried over magnesium sulphate, evaporated in vacuo and purified by flash chromatography eluting with 30% ethyl acetate in hexane to yield the title compound as a white solid (129 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06353010B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-5532ff000d724addb4db763000940d65 |
| 出典メモ | uspto-grants-2002_03 |