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以2-乙烯基苯甲酸甲酯及其衍生物为原料,经过酯水解反应,随后发生环氧化、环合反应制备了3-羟甲基异苯并呋喃-1(3H)-酮及其衍生物;再和三溴化磷或者对甲苯磺酰氯发生亲核取代,最后通过消除反应合成了3-亚甲基异苯并呋喃-1(3H)-酮及其衍生物.在亲核取代和消除反应中,对甲苯磺酰氯法比三溴化磷法产率高.目标产物及其中间体有10个是新化合物.化合物结构用1H NMR,13C NMR,MS和IR表征.目标产物在空气中长期放置没有发生二聚.
3-Hydroxymethylisobenzofuran-1 (3H) -one and its derivatives were prepared by the reaction of ester hydrolysis followed by epoxidation and cyclization reaction using methyl 2-vinylbenzoate and its derivatives as starting materials Derivatives and then with phosphorus tribromide or p-toluenesulfonyl chloride nucleophilic substitution, and finally by eliminating the reaction was synthesized 3-methylene isobenzofuran-1 (3H) -one and its derivatives in the nucleophilic substitution And elimination reaction, the yield of p-toluenesulfonyl chloride was higher than that of phosphorus tribromide.Four compounds were identified as new target compounds and their intermediates.The structures of the compounds were characterized by 1H NMR, 13C NMR, MS and IR. Long-term placement in the air did not occur dimerization.