无溶剂下NaHSO_4催化环酮和芳香醛的Cross-Aldol缩合  

Cross-Aldol Condensation of Cycloalkanones and Aromatic Aldehydes Catalyzed by Anhydrous NaHSO_4 under Solvent-Free Conditions

作　　者：郭晓稚[1] 姜文清[1] 贾定先[1] 

机构地区：[1]苏州大学材料与化学化工学部,江苏苏州215123

出　　处：《实验室研究与探索》2014年第1期33-37,共5页Research and Exploration In Laboratory

基　　金：国家自然科学基金资助项目(21171123)

摘　　要：无溶剂下,无水NaHSO4催化环己酮（或环戊酮）和芳香醛的Cross-Aldol缩合,合成了14个相应的α,α＇-双亚苄基环酮.探讨了醛酮物质的量比、反应温度和催化剂的量对反应的影响,利用薄板层析（TLC）确定了反应时间.该反应的优化条件为：n（芳醛,4.1 mmol）∶n（环酮）=4.1∶2.0,反应温度60 ～ 65℃,催化剂0.5mmol,反应时间2.0～4.0 h,产率可达81％ ～93％.产物经熔点、红外光谱和核磁共振波谱分析确证.结果表明,该方法具有反应条件温和、操作和后处理简单、产率高、污染少等特点.The cross-aldol condensations of aromatic aldehydes with cyclohexanone or cyclopentanone catalyzed by anhydrous NaHSO4 under solvent-free conditions have afforded 14 α,α＇-bis （substituted-benzylidene） cycloalkanones.The reaction conditions,namely,molar ratios of aromatic aldehydes to cycloalkanones,reaction temperatures and the catalyst loading were optimized.Reaction times were determined by thin layer chromatography （TLC）.The optimum reaction conditions were as follows：the molar ratio of aromatic aldehydes to cycloalkanones was 4.1 ∶ 2.0,reaction temperature was 60 ～ 65 ℃,mass ratio of catalyst was 0.5 mmol and reaction time was 2.0 ～ 4.0 h.High yields,81％ ～ 93％,of the products were achieved.The products were characterized by melting points,IR and 1H NMR spectroscopy.The experimental results showed that the method possesses the advantages of mild reaction condition,simple operation and easy after-treatment,good yields and less pollution.

关 键 词：Cross-Aldol缩合 α α’-双亚苄基环酮 无溶剂 硫酸氢钠 微量化 化学实验绿色化 

分 类 号：O621.3[理学—有机化学] O6-339[理学—化学]