溴代芴的合成研究

Study on the Synthesis of Bromofluorene

以碳酸丙烯酯为溶剂、以N-溴代丁二酰亚胺(NBS)为溴化试剂,进行芴的溴代反应研究,合成了2-溴芴和2,7-二溴芴。通过对反应温度、NBS的用量以及加入方式等的考察,确定合成2-溴芴的最佳反应条件。最佳反应条件为:反应温度23℃、NBS和芴的物质的量比为1.1∶1、NBS分批加入。先将芴和碳酸丙烯酯预热至60℃,使得芴全部溶解,然后降至反应温度,分批加入NBS。2-溴芴和2,7-二溴芴分别以无水乙醇和冰醋酸重结晶,目标产物的液相色谱纯度均可达到99%以上。

The 2-bromofluorene and 2,7-dibromofluorene were synthesized with using propylene carbonate as solvent and N-bromosuccinimide （NBS） as bromination agent. The influence of reaction temperature, ratio of NBS to fluorene and the feeding mode was investigated. The optimal reaction conditions were obtained as follows： the reaction temperature was 23℃, the ratio of NS to fluorene was 1.1：1 and the stage addition was adopted. The fluorene and propylene carbonate was heated to 60℃, made the fluorene dissolve completely, and then made it drop to the reaction temperature, and fed the NBS through the stage addition. The 2-bromofluorene and 2,7-dibromofluorene were recrystallized from ethanol and acetic acid respectively, and the liquid chromatogram purity of objective products could reach over 99%.