间叔丁基苯乙醚的合成研究

通过两条路线合成了生产新型农药乙螨唑的关键中间体间叔丁基苯乙醚。其一以叔丁基苯为原料,通过溴代、硝化、还原(脱卤素)、重氮化和乙醚化反应得到目标化合物;另一采用对氨基叔丁基苯为原料,通过乙酰化、溴代、脱乙酰化、重氮化去氨基和乙醚化反应得到目标化合物。两条路线的总收率都较高,分别为45%和63%。所得产品中未检测到异构体对叔丁基苯乙醚,质量好,纯度高。其中路线一原料便宜,操作简单,更适合进一步工业化放大生产。合成路线中的有机中间体和目标化合物的化学结构通过MS和NMR进行确证。

The Synthesis of 1-Tert-butyl-3-ethoxybenzene

1-Tert-butyl-3-ethoxybenzene, which is an important organic intermediate for the production of Etoxazole, was synthesized through two synthetical routes using tert-butylbenzene and 4-tert-butylbenzenamine as the starting material, respectively. In synthetic route one, 1-tert-butyl-3-ethoxybenzene was synthesized from tert-butylbenzene via bromination, nitration, reduction (dehalogenation), diazotization and ethanolysis; In synthetic route two, 1-tert-butyl-3-ethoxybenzene was synthesized from 4-tert-butylbenzenamine via acylation, bromination, deacylation, diazotization and ethanolysis. The total yields were 45% and 63%, respectively. The purity of the final produt was high, no isomer (1-tert-butyl-4-ethoxybenzene) was detected. The starting material of synthetical route one is cheaper, and the procedure of synthetical route one is simple. Herein, synthetical route one was more appropriate for the industrialization. The structures of the intermediate and the target compound were confirmed by MS and NMR. The spectroscopic data of the final compound was reported for the first time.