参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 二氯甲烷 | HCID 6344 | — |
| 反应物 | 1,4-氧氮六环 | HCID 8083 | — |
| 反应物 | 4-溴-3-氟苯甲醛 | HCID 2783411 | — |
| 反应物 | 三乙酰氧基硼氢化钠 | HCID 5049666 | — |
| 溶剂 | (5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 | HCID 887 | — |
| 溶剂 | 聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] | HCID 962 | — |
| 溶剂 | 三氯甲烷 | HCID 6212 | — |
| 溶剂 | Dichloromethane methanol | HCID 21226129 | — |
| 产物 | 氨 | HCID 222 | — |
| 产物 | 4-(4-Bromo-3-fluorobenzyl)morpholine | HCID 53417818 | 66% |
反应步骤
A mixture of morpholine (0.215 ml, 2.46 mmol) and 4-bromo-3-fluorobenzaldehyde, available from Alfa Aesar, (500 mg, 2.46 mmol) was prepared in chloroform (8 ml) at room temperature and heated to 58-60° C. in a sealed tube for 1 h. The mixture was then cooled to room temperature and sodium triacetoxyborohydride (783 mg, 3.69 mmol) was added and the mixture heated again to 58-60° C. in a sealed tube for 12 h. The mixture was then allowed to cool to room temperature, diluted with water (4 ml), shaken vigorously and the mixture filtered through a phase separator and the filtrate concentrated in vacuo. The mixture was then purified by SCX-2 chromatography (Eluent: dichloromethane (2×10 ml), 10% methanol/dichloromethane (2×10 ml), methanol (2×10 ml), 7M NH3 in methanol/dichloromethane (2×10 ml) to afford 4-(4-bromo-3-fluorobenzyl)morpholine as a colourless oil (447 mg, 1.63 mmol, 66%).
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US09115088B2 |
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| 来源数据集 | uspto-grants-2015_08 |
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| ORD ID | ord-b04c39a32f78474e804a11fcc2e8dc71 |
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| 来源说明 | uspto-grants-2015_08 |
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