Synthesis of 5-benzoylacenaphthene in presence of ionic liquid [Emim]Cl-AlCl3
1.School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, Jiangsu 212013,China; 2.School of Material Science and Engineering, Jiangsu University, Zhenjiang, Jiangsu 212013, China)
Abstract:To obtain new fine chemical and macromolecule intermediate, the Friedel-Craft acylation of acenaphthene with benzoyl chloride catalysed by [Emim]Cl-AlCl3 ionic liquid to synthesize 5-benzoylacenaphthene was investigated and 5-benzoylacenaphthene was determined by GC/MS analysis. According to orthogonal experiments, the optimum technological conditions were obtained as follows:n(acenaphthene)∶n(benzoyl chloride)∶n([Emim]Cl-AlCl3)=1∶2∶1, temperature 35 ℃ and time 45 min. The yield of 5-benzoylacenaphthene was 886% under such conditions. Furthermore, the yield of 5-benzoylacenaphthene changed a little after the catalyst was reused for five times. Pure 5-benzoylacenaphthene was prepared by extraction and recrystaling and the structure of 5-benzoylacenaphthene was identified by measuration of melting point, GC/MS, FT-IR and 1H NMR analyses.