7-卤代-1-茚酮类化合物的合成研究  

Study on the Synthesis of 7-Halo-1-indanones

作　　者：马俊钥 牟芃兴 曹国锐[1] MA Jun-yue;MU Peng-xing;CAO Guo-rui(College of Chemistry Engineering,Qingdao University of Science and Technology,Qingdao 266042,China)

机构地区：[1]青岛科技大学化工学院,山东青岛266042

出　　处：《化学试剂》2020年第12期1497-1502,共6页Chemical Reagents

摘　　要：研究了标题化合物的新合成方法,以茚酮为原料,经硝化、硝基还原、卤代以及重氮化反应合成标题化合物。探讨了硝化反应中硫酸和硝化剂的用量对产率的影响,当n(硫酸)∶n(1-茚酮)=37.5∶1.0、n(硝酸钾)∶n(1-茚酮)=1.2∶1.0时,硝化反应产率最高,达到66.0%。优化了重氮化反应中亚硝酸钠、盐酸和次磷酸用量,当n(亚硝酸钠)∶n(6-氨基-7-氯-茚酮)=1.3∶1.0、n(盐酸)∶n(6-氨基-7-氯-茚酮)=3.0∶1.0、n(次磷酸)∶n(6-氨基-7-氯-茚酮)=13∶1时,重氮化反应产率最高,可达到84.8%。此方法反应路线短、操作简便、反应条件温和、适用范围广。A new synthetic method of the title compounds was investigated.The title compounds were synthesized from indone by nitration,reduction reaction,halogenation and diazotization reaction.The effects of the amount of sulfuric acid and nitrating agent on the reaction yield were discussed.When n(sulfuric acid)∶n(1-indanone)=37.5∶1.0,n(potassium nitrate)∶n(1-indanone)=1.2∶1.0,the yield of the nitrification reaction was the highest,which could reach 66.0%.The amount of sodium nitrite,hydrochloric acid and hypophosphorous acid in the diazotization reaction was optimized.When n(sodium nitrite)∶n(6-amino-7-chloro-indanone)=1.3∶1.0,n(hydrochloric acid)∶n(6-amino-7-chloro-indanone)=3.0∶1.0,n(hypophosphorous acid)∶n(6-amino-7-chloro-indanone)=13∶1,the diazotization yield was the highest,which can reach 84.8%.This method has a short reaction route,mild conditions,and a wide range of applications.

关 键 词：7-卤代-1-茚酮 6-硝基-茚酮 6-氨基-7-卤代-茚酮 硝化反应 重氮化反应 

分 类 号：O625.29[理学—有机化学]