Study On Synthesis Of 4-Benzyloxybenzonitrile

Amidine compounds are widely used as antibiotics, anti-inflammatory drugs, insect repellents and fungicides and so on. With the expansion of its usage, the methods of synthesis are also attracted more and more attention of scientists, one of important route to obtained amidine is transformed by cyano. At present, it is seldom reported about synthesis of 4-benzyloxybenzonitrile, they were studied in this paper.In the paper, new organic compounds 4-benzyloxybenzonitrile, 4-(4-nitrobenzyloxy) benzonitrile and 4-(4-methoxybenzyloxy) benzonitrile were produced by etherification of benzyl chloride, 4-nitrobenzylchloride and 4-methoxybenzylchloride with 4-cyanophenol, and the effection of properties of substituents of benzalhydantoin on reactivity were studied. Results show that the yield of 4-(4-nitrobenzyloxy) benzonitrile was very low, only 26.1%, by using phase-transition catalysis, when there is the nitro group on benzalhydantoin, while, using solvent method, its yield can be reached 89.1%. In contrast, the yield of 4-(4-methoxybenzyloxy) benzonitrile was only 57.6%, by using solvent method, when there is the methoxy group on benzalhydantoin, while, using phase-transition catalysis method, its yield can be attained 92.3%. When there is no group on benzalhydantoin, the satisfactory effect can be obtained between the two synthetic method, and 4-benzyloxybenzonitrile's yield all may be achieved 90%. It is shown that phase-transition catalysis and solvent synthesis are complementary, according to characteristics and structure of 4-benzyloxybenzonitrile, the different synthetic route can be chosen.