磺酸型离子液体催化“一锅法”合成酰胺烷基萘酚  

Synthesis of Amidoalkyl Naphthols:"One-pot" Reaction Catalyzed by Sulfonic Acid Ionic Liquid

作　　者：佘婷婷[1] 刘祖亮[1] 巩凯[1] 

机构地区：[1]南京理工大学化工学院,南京210094

出　　处：《应用化学》2010年第7期778-782,共5页Chinese Journal of Applied Chemistry

摘　　要：用磺酸型离子液体1-甲基-3-磺酸丙基咪唑硫酸氢盐([MIMPS][HSO4])催化β-萘酚、芳香醛和酰胺(或脲)3组分"一锅法"类Ritter反应合成了酰胺烷基萘酚。投料比为n(β-萘酚)∶n(芳香醛)∶n(酰胺或脲)∶n([MIMPS][HSO4])=1∶1∶1.3∶0.1,无需溶剂,恒温125℃反应5～40min,通过简单水洗抽滤即可分离产物,酰胺烷基萘酚产率为85%～97%。离子液体[MIMPS][HSO4]可回收重复使用4次,其催化活性无明显降低。探讨了醛、酰胺或脲结构对反应的影响及可能的反应机理。An efficient one-pot synthesis of amidoalkyl naphthols is described. This involves the three-component Ritter-type reaction of β-naphthol,aromatic aldehyde and amide or urea catalyzed by sulfonic ionic liquid,1-methyl-3-propanesulfonic acid immidazolium hydrogen sulfate [MIMPS][HSO4]. The results show that under solvent-free condition at 125 ℃ and n（ β-naphthol） ∶ n（ aromatic aldehyde） ∶ n（ amide or urea） ∶ n（ [MIMPS][HSO4]） = 1∶1∶1. 3∶ 0. 1 for 5 ～ 40 min,the yield of amidoalkyl naphthols was 85% ～ 97%. The product could be separated simply by filtration after the reaction. The ionic liquid was recycled four times without apparent decrease in catalytic activity. The factors which influenced the multi-component reaction were discussed including the structure of aromatic aldehyde and amide or urea. A possible mechanism was postulated as well.

关 键 词：磺酸型离子液体 类Ritter反应 芳香醛 酰胺 酰胺烷基萘酚 

分 类 号：O643[理学—物理化学]