化学合成。
医药
合成路线 1（1. 合成：283-38-5）
产率：90%
合成条件：With lithium aluminium tetrahydride In tetrahydrofuran; 1,4-dioxane for 6 h; Reflux
实验步骤：在室温下向搅拌的1,4-二氮杂双环[3.2.2]壬-3-酮（1.0g，7.2mmol）的1,4-二恶烷（7.2mL）溶液中加入氢化铝锂[2.0M / THF] ]（4.1毫升，8.2毫摩尔）。 然后将反应混合物加热回流6小时，然后冷却至室温。 通过逐步添加200μLH2 O，200μL15％NaOH水溶液和600μlH2 O淬灭反应。 将混合物通过硅藻土过滤，随后用EtOAc洗涤。 将合并的滤液真空浓缩，得到产物（0.82g，90％），其无需进一步纯化即可使用。 1 H NMR（400MHz，CDCl 3）δ3.28-3.25（m，1H），2.99-2.95（m，8H），1.86-1.80（m，3H），1.69-1.64（m，2H）ppm。
参考文献：
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合成路线 2（2. 合成：283-38-5）
产率：76%
合成条件：at 17℃;
实验步骤：将1,4-二氮杂双环[3.2.2]壬烷二盐酸盐（0.81g; 4.1mmol）溶于水（4mL; 222mmol）中。 将溶液冷却至17℃。 然后加入氢氧化钠（50质量％，在H 2 O中; 10mmol），测定pH为~13 +。 将溶液用2-甲基四氢呋喃（总共15mL）萃取三次，并将合并的萃取溶剂真空除去，得到无色油状物1,4-二氮杂双环[3.2.2]壬烷（391mg; 3.0983mmol; 76％收率）。
参考文献：
- [1] Patent: WO2013/28587, 2013, A1. Location in patent: Page/Page column 32
