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3-亚甲基异苯并呋喃-1(3H)-酮的合成

         

摘要

Using methyl o-methylbenzoate as the starting material,o-vinylbenzoic acid was prepared through radical bromination, Wittig reaction and hydrolysis of ester. After epoxidation and cyclization reaction of o-vinylbenzoic acid ,3-hydroxymethylisobenzofu-ran-1 (3H) -one was obtained. Then 3-methyleneisobenzofuran-1 (3H) -one was synthesized by nucleophilic substitution and elimination reaction of 3-hydrrayroethylisobenzofuran-1 (3H)-one. The target product didn' t dimerize in air over a few weeks. The chemical structures were characterised by 1H NMR,13C NMR and IR.%以邻甲基苯甲酸甲酯为原料,经过自由基溴代,Wittig反应,酯水解反应,得到邻乙烯基苯甲酸;随后发生环氧化反应,环合反应得到3-羟甲基异苯并呋喃-1(3H)-酮;再发生亲核取代和消除反应合成了3-亚甲基异苯并呋喃-1(3H)-酮.目标产物在空气中长期放置没有发生二聚.化合物结构用1H NMR、13C NMR和IR表征.

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