参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 一甲胺 | HCID 6329 | — |
| 反应物 | 3-甲氧基苯甲醛 | HCID 11569 | — |
| 反应物 | 硼氢化钠 | HCID 4311764 | — |
| 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 | — |
| 产物 | N-甲基-3-甲氧基苄胺 | HCID 5152225 | 70% |
反应步骤
To a solution of m-anisaldehyde (205 g, 1.5 mol) in methanol (800 mL) at room temperature was added methylamine (130 mL of 40% in water, 1.5 mol). The resulting solution was cooled to 0° C. and sodium borohydride (83 g, 2.3 mol) was added in batches. The reaction solution was stirred at 0° C. for 2 h, then warmed to room temperature, concentrated in vacuo and diluted with water. The organic phase was separated, diluted with ethyl acetate, washed with 1:1 water/brine, dried over sodium sulfate and concentrated in vacuo to give the desired benzylamine (158.5 g, 70%) as a clear oil. The combined aqueous extracts were extracted with dichloromethane (3×). The combined methylene chloride extracts were washed with 1:1 water/brine, dried over sodium sulfate and concentrated in vacuo to give additional benzylamine (66.7 g, 29%) as a clear oil: 1H NMR (300 MHz, CDCl3) δ 7.24 (t, J=8.4 Hz, 1H), 6.91-6.78 (m, 3H), 3.81 (s, 3H), 3.73 (s, 2H), 2.46 (s, 3H),
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 专利号 | US08420811B2 |
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| 来源数据集 | uspto-grants-2013_04 |
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| ORD ID | ord-b0de088280834107a157ed0be26d1f81 |
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| 来源说明 | uspto-grants-2013_04 |
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