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Cesium carbonate → N-Methyl-2-[(2S)-oxiran-2-ylmethoxy]benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | N-Methylsalicylamide | HCID 74624 | — |
| 反応物 | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | N-Methyl-2-[(2S)-oxiran-2-ylmethoxy]benzamide | HCID 86601485 | 91.4% |
反応手順
A mixture of (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (388.5 mg, 1.50 mmol), 2-hydroxy-N-methylbenzamide (226.5 mg, 1.50 mmol) and cesium carbonate (586 mg, 1.80 mmol) in dimethylformamide (6 mL) was kept on stirring at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic phase was dried over sodium sulphate, Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (284 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07449475B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-8b76fe2d56cc4966b0145256373f6fc8 |
| 出典メモ | uspto-grants-2008_11 |