微波加热快速合成5-三氟甲基吡啶-2-胺和2-[(5-三氟甲基吡啶-2-基)氧基]乙醇  

Rapid Synthesis of 5-(trifluoromethyl)pyridin-2-amine and 2-((5-(trifluoromethyl)pyridin-2-yl)oxy)ethan-1-ol by Microwave Heating

作　　者：马小云 谭斌乙 周世欢 Ma Xiaoyun;Tan Binyi;Zhou Shihuan(School of Chemistry and Materials Science,Guizhou Education University,Guiyang 550018,China)

机构地区：[1]贵州师范学院化学与材料学院,贵州贵阳550018

出　　处：《山东化工》2024年第1期12-14,19,共4页Shandong Chemical Industry

基　　金：贵州省普通高等学校青年科技人才成长项目(黔教合KY字[2021]238);贵州师范学院2022年校级金课:有机化学;贵州师范学院2020年度校级科学研究基金项目重点项目(2020ZD005);贵州省千层次创新型人才项目(黔人领发[2015]3号)。

摘　　要：在微波加热条件下,通过C-N、C-O偶联反应分别合成了5-三氟甲基吡啶-2-胺和2-[(5-三氟甲基吡啶-2-基)氧基]乙醇。探讨了反应底物、反应时间、反应温度及碱对反应产率的影响,通过核磁共振氢谱检测对化合物进行了表征。结果表明,合成5-三氟甲基吡啶-2-胺的最佳反应条件为:碘化亚铜为催化剂、乙二醇为溶剂的条件下,2-溴-5-三氟甲基吡啶与氨在110℃反应30 min。合成2-[(5-三氟甲基吡啶-2-基)氧基]乙醇的最佳反应条件为:碘化亚铜为催化剂、磷酸钾为碱的条件下,2-溴-5-三氟甲基吡啶与乙二醇在130℃反应20 min。最佳反应条件下,5-三氟甲基吡啶-2-胺和2-[(5-三氟甲基吡啶-2-基)氧基]乙醇的产率分别为83%和87%。5-Trifluoromethylpyridine-2-amine and 2-((5-trifluoromethylpyridine-2-yl)oxy)ethanol were synthesized by C-N and C-O coupling reactions under microwave heating,respectively.The influence of reaction substrate,reaction time,reaction temperature and alkali on the reaction yield were discussed.The compounds were characterized by 1H-NMR spectroscopy.The results showed that the optimum reaction conditions for the synthesis of 5-trifluoromethylpyridine 2-amine were as follows:coupling reaction of 2-bromo-5-trifluoromethylpyridine with ammonia in ethylene glycol in the presence of cuprous iodide as a catalyst occurred at 110℃for 30 min.The optimum reaction conditions for the synthesis of 2-((5-trifluoromethylpyridine-2-yl)oxy)ethanol were as follows:coupling reaction of 2-bromo-5-trifluoromethylpyridine with ethylene glycol in the presence of cuprous iodide as a catalyst and potassium phosphate as a base occurred at 130℃for 20 min.Under the optimal reaction conditions,5-trifluoromethylpyridine-2-amine and 2-((5-trifluoromethylpyridine-2-yl)oxy)ethanol were obtained in 83%and 87%yield,respectively.

关 键 词：三氟甲基吡啶 偶联反应 微波辅助合成 

分 类 号：TQ253.2[化学工程—有机化工] O625.6[理学—有机化学]