関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Morpholine | HCID 8083 | — |
| 反応物 | 1-Iodo-3-(2-methoxyethoxy)-5-nitro-benzene | HCID 59817811 | — |
| 試薬 | Cesium carbonate | HCID 10796 | — |
| 触媒 | Binap, (A+-)- | HCID 634876 | — |
| 触媒 | Palladium (II) acetate | HCID 4144353 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-[3-(2-Methoxyethoxy)-5-nitrophenyl]morpholine | HCID 59817838 | 91.56% |
反応手順
diacetoxypalladium (0.087 g, 0.39 mmol) was added to a stirred mixture of 1-iodo-3-(2-methoxyethoxy)-5-nitrobenzene (2.5 g, 7.74 mmol), cesium carbonate (7.56 g, 23.21 mmol) and morpholine (0.880 mL, 10.06 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.482 g, 0.77 mmol) dissolved in toluene (80 mL) and dioxane (20 mL) over a period of 10 minutes, degased and under argon. The resulting suspension was heated at 110 °C for 15 hours.Solvents were evaporated and the mixture was adsorbed with ammonia/methanol 7N on silica gel.The crude product was purified by flash chromatography on silica gel eluting with 40 to 60% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 4-(3-(2-methoxyethoxy)-5-nitrophenyl)morpholine (2.000 g, 92 %) as a orange solid.
情報源と証拠
| 出典データセット | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-252a98ebb82d499dbf4cf33c53774e3f |
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| 出典メモ | 750 AstraZeneca ELN dataset |
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