温和条件下2-[苯基(苯胺基)甲基]环己酮的一锅法催化合成  

One-pot Catalytic Synthesis of 2-[Phenyl(phenylamino) methyl] cyclohexanone Under Mild Conditions

作　　者：周慧[1] 刘素环[2] 何建英[1] 史利勇[1] 陈丹云[1] 

机构地区：[1]河南大学化学化工学院精细化学与工程研究所,河南开封475004 [2]商丘职业技术学院,河南商丘476000

出　　处：《化学世界》2013年第1期35-38,42,共5页Chemical World

基　　金：河南省科技厅2011年科技发展计划项目(122102210008)

摘　　要：分别采用SnCl4.5H2O、对甲苯磺酸、NaHSO4.H2O和KHSO4催化苯胺、苯甲醛和环己酮的Mannich缩合反应一锅法合成了2-[苯基(苯胺基)甲基]环己酮(PPMC)。系统考察了原料配比n(环己酮)∶n(苯胺)及n(苯甲醛)∶n(苯胺)、催化剂用量、反应温度和反应时间对PPMC收率的影响,并就四种催化剂催化性能进行了比较。实验结果表明,适宜反应条件为n(苯甲醛)∶n(苯胺)∶n(环己酮)=1∶1∶1.2,催化剂用量为反应物总质量的3.36%～13.45%,反应温度15～25℃,反应时间1～4h,PPMC收率为77.4%～84.2%。其中SnCl4.5H2O和对甲苯磺酸具有较理想的催化活性,催化剂用量少,反应时间短,收率高。该合成工艺路线简捷,催化剂价廉易得,使用方便,反应条件温和,收率可观。An efficient and direct procedure was developed for the preparation of 2-[phenyl（phenylamino）methyl]cyclohexanone（PPMC） by a three-component one-pot Mannich reaction of benzaldehyde,aniline and cyclohexanone in the presence of SnCl4·5H2O,p-toluene sulphonic acid,NaHSO4·H2O or KHSO4 as catalyst,respectively.The Mannich reaction was carried out with n（benzaldehyde）∶n（aniline）∶n（cyclohexanone）=1∶1∶1.2 and mass fraction of catalyst in all of reactants 3.36%~13.45% at 15~25℃ for 1~4 h.The yield of PPMC was 77.4%~84.2%.SnCl4·5H2O and p-toluene sulphonic acid showed good catalytic activity for the reaction.The mild reaction conditions offer several advantages such as inexpensive,better yield and easy work-up.The catalysts make the procedure an attractive alternative to the existing methods for the synthesis of the product.

关 键 词：2-[苯基(苯胺基)甲基]环己酮 MANNICH反应 一锅法 多组分反应 

分 类 号：O621.3[理学—有机化学]