3,6-二苯甲酰苊的合成与表征

Synthesis and Characterization of 3,6-Dibenzoylacenaphthene

为制备新型精细化工和功能高分子中间体,研究了在高活性Lewis酸无水AlCl3催化下,苊与苯甲酰氯的Friedel-Crafts酰基化反应,GC/MS分析发现生成了3,6-二苯甲酰苊;用GC法考察了各种反应条件对3,6-二苯甲酰苊收率的影响,结果表明,在以1 mmol苊为基准,苯甲酰氯8mmol,AlCl38 mmol,溶剂为CCl4(15 mL),反应温度45℃,反应时间10 h的条件下,3,6-二苯甲酰苊的收率可达到84.2%,选择性达89.9%。通过萃取、重结晶等方法得到3,6-二苯甲酰苊的纯品。通过FT IR、GC/MS和1H NMR等分析测试手段鉴定了其结构。

To prepare new fine chemical and functional macromolecule intermediate, the Friedel-Crafts acylation of acenaphthene with benzoyl chloride catalysed by anhydrous AlCl3 was investigated. 3, 6- dibenzoylacenaphthene was determined by GC/MS analysis, and the effects of various reaction conditions on the yield were studied by GC analysis. The optimum synthesis conditions were as follows：the solvent of the reaction CCl4, n （benzoyl chloride） ： n （acenaphthene） = 8 ： 1, n （AlCl3） ： n （acenaphthene） = 8 ： 1, reaction temperature 45℃ and reaction time 10 h. Under those conditions, the yield of 3, 6- dibenzoylacenaphthene was 84.2% and the selectivity was 89.9%. Pure 3,6-dibenzoylacenaphthene w（3, 6-dibenzoylacenaphthene） （95.6%） was prepared by extraction and recrystallization. The structure of 3,6- dibenzoylacenaphthene was identified by GC/MS, FT IR and ^1H NMR analysis.