2-(E)-(取代苯亚甲基)环己酮的合成工艺研究  

Synthesis of 2(E)-(Benzylidene)cyclohexanones

作　　者：王强[1] 孙纲春[1] 李志成[1] 齐月恒 

机构地区：[1]河南工业大学化学化工学院,河南郑州450001

出　　处：《精细化工中间体》2015年第6期26-28,44,共4页Fine Chemical Intermediates

基　　金：河南省重点科技攻关计划(102102210027;092102210007);河南省教育厅自然研究科学计划(2010A150007)

摘　　要：采用异香兰醛和环己酮为原料,以乙醇为溶剂,在哌啶催化作用下羟醛缩合合成了姜黄素类抗癌药物重要中间体2-(E)-(3-羟基-4-甲氧基苯亚甲基)环己酮,通过1H NMR对产品的结构进行确证。并对反应条件进行了优化,优化条件为n(异香兰醛)∶n(环己酮)=1∶3,催化剂为哌啶,且质量为环己酮质量的20%,常压下70℃混合反应,反应结束后通过干法柱层析纯化,2-(E)-(3-羟基-4-甲氧基苯亚甲基)环己酮的反应收率达60.5%。通过扩展实验可知同样适用于香兰醛、3,4,5-三甲氧基苯甲醛等芳醛。（E）-2-（3-Hydroxy-4-methoxybenzylidene）cyclohexanone was synthesized from aldol condensation of 3-hydroxy-4-methoxybenzaldehyde and cyclohexanone using piperidine as catalyst in ethanol. Its structure was characterized by^1 H NMR. The experimental results showed that the optimal molar ratio of 3-hydroxy-4-methoxybenzaldehyde to cyclohexanone was 1：3; the optimal dosage of piperidine was 20% of cyclohexanone; the optimal temperature was 70℃. The target product was obtained in a yield of 60.5%. This method could also be applied in the preparation of Vanillin, 3,4,5-trimethoxybenzaldehyde and other aromatic benzaldehydes.

关 键 词：2-(E)-(取代苯亚甲基)环己酮 Claisen-Schimid羟醛缩合反应 芳醛 姜黄素类似物 

分 类 号：TQ244.3[化学工程—有机化工]