以乙酸酚酯为酰基化试剂的付-克反应研究选编.PDFVIP

化学通报 2005 年 第68 卷 w083 以乙酸酚酯为酰基化试剂的付－克反应研究 * 陈海权 张逸伟 林东恩 (华南理工大学化学科学学院 广州 510641) 摘 要 分别利用 3,4,5-三乙酰氧基苯甲酸、乙酸(4-硝基苯)酯和 2- 乙酰氧基苯甲酸甲酯为酰基 化试剂，在无水AlCl3 的催化下与苯甲醚、甲苯和氯苯等底物反应，合成了4- 甲氧基苯乙酮、4- 甲基 苯乙酮和4-氯苯乙酮。研究发现，3,4,5-三乙酰氧基苯甲酸、乙酸(4-硝基苯)酯和2- 乙酰氧基苯甲酸甲 酯是高选择性的酰基化试剂，与取代芳香族化合物反应得到较高收率和很高选择性的对位产物，且反 应能在室温进行。 关键词 乙酸酚酯 酰基化试剂 付-克反应 Lewis 酸 Study on the Friedel-Crafts Reaction with Phenol Acetate as Acylating Agent * Chen Haiquan, Zhang Yiwei , Lin Dong’en (College of Chemistry, South China University of Technology, Guangzhou 510640) Abstract 3,4,5-Triacetoxybenzoic acid, 4-nitrophenyl acetate and methyl 2-acetoxybenzoate were used as acylating agent to reacted with anisole, toluene and chlorobenzene catalyzed by anhydrous AlCl3, 4-methoxyacetophenone, 4-methylacetophenone and 4-chloroacetophenone were synthesized respectively. It was indicated that 3,4,5-triacetoxybenzoic acid, 4-nitrophenyl acetate and methyl 2-acetoxybenzoate were high selective acetylating agent. When they reacted with substituted aromatic compound, the para -products were obtained with moderate to good yield, the selectivity of the reactions was very high without ortho-products, and the reaction could be carried out at room temperature. Key words Phenyl acetate, Acylating agent, Friedel-Crafts reaction, Lewis acid [1] 芳香族化合物的付－克酰基化反应常用酰氯、酸酐和羧酸为酰基化试剂 在路易斯酸的催化 下进行。对付－克酰基化反应的研究主要集中在寻找高催化活性和选择性的催化剂上，目前，离 子液体作为催化剂在付－克反应中的应用是一个很有前途的研究领域[2] 。但有