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Citation: SHE Ting-Ting, LIU Zu-Liang, GONG Kai. Synthesis of Amidoalkyl Naphthols:“One-pot” Reaction Catalyzed by Sulfonic Acid Ionic Liquid[J]. Chinese Journal of Applied Chemistry, ;2010, 27(7): 778-782. doi: 10.3724/SP.J.1095.2010.90549 shu

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

School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094

Received Date: 24 August 2009
Revised Date: 17 November 2009

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.
- sulfonic ionic liquid,
- Ritter-type reaction,
- aromatic aldehyde,
- amide,
- amidoalkyl naphthols
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