| 3-亚甲基异苯并呋喃-1(3H)-酮的合成 |
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| 引用本文： | 吴健,张继振,王雅珍,贾洪斌. 3-亚甲基异苯并呋喃-1(3H)-酮的合成[J]. 化学研究与应用, 2012, 24(5): 791-795 |
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| 作者姓名： | 吴健 张继振 王雅珍 贾洪斌 |
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| 作者单位： | 1. 常州大学石油化工学院,江苏常州,213164
2. 江苏技术师范学院化学与环境工程学院,江苏常州,213001 |
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| 摘 要： | 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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| 关 键 词： | 3-亚甲基异苯并呋喃-1(3H)-酮 原白头翁素 邻甲基苯甲酸甲酯 合成 |
Synthesis of 3-methyleneisobenzofuran-1 (3H) -one |
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| WU Jian , ZHANG Ji-zhen , WANG Ya-zhen , JIA Hong-bin. Synthesis of 3-methyleneisobenzofuran-1 (3H) -one[J]. Chemical Research and Application, 2012, 24(5): 791-795 |
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| Authors: | WU Jian ZHANG Ji-zhen WANG Ya-zhen JIA Hong-bin |
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| Affiliation: | 1.School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China; 2.School of Chemistry and Environmental Engineering,Jiangsu Teachers University of Technology,Changzhou 213001,China) |
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| Abstract: | 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-hydroxymethylisobenzofuran-1(3H)-one was obtained.Then 3-methyleneisobenzofuran-1(3H)-one was synthesized by nucleophilic substitution and elimination reaction of 3-hydroxymethylisobenzofuran-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. |
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| Keywords: | 3-methyleneisobenzofuran-1(3H)-one protoanemonin methyl o-methylbenzoate synthesis |
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