2-(2′-羟基-5′-甲基苯基)-2H-苯并三唑(UV-P)经过羟基乙酰化、N-溴代丁二酰亚胺(NBS)溴代,合成了具有高反应活性的2-(2′-乙酰氧基-5′-溴甲基苯基)-2H-苯并三唑。为提高目标产物产率和反应效率,分别对溶剂、引发剂、反应温度、反应时间、反应物投料比和反应底物浓度进行了研究。得出较优合成条件为:氮气保护下,四氯化碳为溶剂,偶氮二异丁腈(AIBN)引发,NBS与2-(2′-乙酰氧基-5′-甲基苯基)-2H-苯并三唑摩尔比1∶1,回流反应1h。在上述条件下,2-(2′-乙酰氧基-5′-溴甲基苯基)-2H-苯并三唑产率为60%。产物经过IR、1HNMR、MS分析证明结构正确。
2-(2'-Acetoxy-5'-bromomethylphenyl)-2H-benzotriazole with high reactivity was synthesized by two steps:acetylation of hydroxyl group of 2-(2'-hydroxy-5'-methylphenyl)-2H-benzotriazole(UV-P)and bromination of acetylated UV-P with N-bromosuccinimide(NBS).Effects of reaction conditions including solvent,initiator,temperature,reaction time,ratio of the reactants and concentration of acetylated UV-P on the yield of the target product and reaction efficiency were studied.The yield reached 60% under the following optimum conditions:under N2 atmosphere,CCl4 as solvent and 2-2'-azo-bis-isbutyronitrile(AIBN)as initiator,with 1∶1 for the molar ratio of NBS to 2-(2'-acetoxy-5'-methylphenyl)-2H-benzotriazole,and bromination under reflux for 1 h.The structure of the product was confirmed by IR,1H NMR and MS spectroscopies.