8-氧杂双环[3.2.1]辛-3-胺盐酸盐的合成研究

Synthesis of 8-Oxabicyclo[3.2.1]octan-3-Amine Hydrochloride

报道了一种8-氧杂双环[3.2.1]辛-3-胺盐酸盐的简便制备方法。以8-氧杂双环[3.2.1]辛-3-酮为原料,通过刘卡特反应,再与氯化氢二氧六环溶液成盐得到目标化合物。产物结构经1H NMR和ESI-MS确证。最佳反应条件为:反应温度室温,反应溶剂甲醇/水,甲酸铵用量5当量,Pd/C催化剂用量为原料质量的10%,反应时间16 h,收率为67.0%。

8-Oxabicyclo[3.2.1]octan-3-amine hydrochloride was synthesized by an efficient method from8-oxabicyclo[3.2.1]octan-3-one through 2 steps,involving R.Leuchart reaction,salt-forming reaction in the presence of hydrogen chloride in 1,4-dioxane.The structure of the product was confirmed by 1 H NMR and ESI-MS.The optimal reaction conditions were investigated.The results showed that the target product,8-oxabicyclo[3.2.1]octan-3-amine hydrochloride,was obtained in a yield of 67.0%when Pd/C(10%amount of starting material)was used as catalyst,ammonium formate amount was 5 equvilent,the temperature was at room temperature,the reaction time was16 h and MeOH/H2 O was used as solvent.