The Study Of Synthesis Of Isobenzofuran-1 (3H)-one Compounds

Structures of isobenzofuran-1(3H)-one is effective and these special compounds are commonly found in natural products,such as plants and fungi.Monomers and polymers of this small molecular structure have been used as main active components in different drugs in America,Europe,Asia and other regions.Compounds with this kind of structure can play a significant role in cardiovascular diseases,nervous system diseases,tumor diseases,sedation and analgesia,and it is also the key raw material for chemical products,herbicides and other products.Therefore,it is of great significance in both theoretical and practical application to study the preparation of novel and structural characteristic isobenzofuran-1(3H)-one compounds.This paper is divided into three parts to study.In the first part,the research status of ROMK inhibitors was introduced and the novel synthetic route was designed based on the existing methods.Then the development situation of citalopram and the preparation of its intermediates were discussed.The research purpose was to develop novel synthetic routes and get a series of novel compounds.The second part is the study of 5-bromoisobenzofuran-1(3H)-one.Different synthetic methods are compared and we choose the suitable method for process magnification and parameter optimization to explore a synthetic route suitable for process enlargement.Products are obtained by two reduction reactions and Sandmeyer reaction.These compounds were determined by different kinds of instruments.The third part is the design and synthesis of the novel intermediates.First raceme 5-(oxiran-2-yl)isobenzofuran-1(3H)-one compounds were synthesized by coupling reaction and peroxide acid.Secondly methylation and chloromethylation of synthetic compounds have been studied in order to obtain more novel intermediates.5-bromo-6-methylisobenzofuran-1(3H)-one was synthesized through one pot method using 4-bromo-3-methylbenzoic acid as raw material last.