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4-[(2e)-3-(4-Bromophenyl)prop-2-enoyl]morpholine → 3-(4-Bromophenyl)-1-morpholinopropan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-[(2e)-3-(4-Bromophenyl)prop-2-enoyl]morpholine | HCID 6040196 | — |
| 触媒 | Chlorotris(triphenylphosphine)rhodium(I) | HCID 84599 | — |
| 溶媒 | Ethanol ethylacetate | HCID 21584252 | — |
| 生成物 | 3-(4-Bromophenyl)-1-morpholinopropan-1-one | HCID 22179856 | 78% |
反応手順
A solution of Example 4A (4.405 mmol) in 1:1 ethyl acetate/ethanol (50 mL) was treated with Wilkinson's catalyst (815 mg, 0.880 mmol), degassed three times by freeze-thaw cycle, heated to reflux under nitrogen atmosphere for 2 days, and cooled to room temperature. The solution was adsorbed onto silica gel and purified by flash column chromatography with 50% ethyl acetate in hexane to provide the desired product (1.024 g, 78%). 1H NMR (300 MHz, CD3OD) δ 7.40 (2H, d), 7.10 (2H, d), 3.62 (4H, m), 3.57 (2H, t), 3.38 (2H, t), 2.94 (2H, t), 2.58 (2H, t).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07358251B2 |
| 出典データセット | uspto-grants-2008_04 |
| ORD ID | ord-a6ffd9e26cbd4e73a5fca1e081e81f4e |
| 出典メモ | uspto-grants-2008_04 |