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相转移催化无溶剂合成N-(ω-溴烷基)邻苯二甲酰亚胺

Solvent-free synthesis of N-(ω-bromoalkyl) phthalimide using phase transfer catalysts

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【作者】 何玉晖羊衍秋杨亮张晗罗顺忠

【Author】 HE Yu-hui1,YANG Yan-qiu1,YANG Liang1,ZHANG Han2,LUO Shun-zhong1*(1.Institute of Nuclear Physics and Chemistry,China Academy of Engineering Physics,Mianyang 621900,China; 2.College of Environment and Resources,South-west University of Science and Technology,Mianyang 621000,China)

【机构】 中国工程物理研究院核物理与化学研究所西南科技大学环境与资源学院

【摘要】 本文以N-(3-溴丙基)邻苯二甲酰亚胺合成为模板反应,研究了相转移催化无溶剂合成N-(ω-溴烷基)邻苯二甲酰亚胺的影响因素,实验证实相转移催化剂及其用量、催化剂K2CO3的用量等对反应的影响明显,得到N-(3-溴丙基)邻苯二甲酰亚胺的优化合成条件为:反应物配比为PA∶C3Br2∶K2CO3∶TBAB=1∶2∶4∶0.2,反应温度80℃,反应时间1h,N-(3-溴丙基)邻苯二甲酰亚胺产率为92%。在相同反应条件下,N-(ω-溴烷基)邻苯二甲酰亚胺的产率随α,ω-二溴烷烃的烷基链长度增加而降低。

【Abstract】 Derivation of calixarenes on the upper/lower rims with ligands was the main route to improve their complexation and selective capabilities for separating actinides and lanthanides.N-(ω-bromoalkyl)phthalimide was an important intermediate in the synthesis process of calixarene derivatives.In this article,using N-(ω-bromoalkyl)phthalimide as the template,the relation between the yield of N-(ω-bromoalkyl)phthalimide and reaction conditions were investigated.The yield of N-(ω-bromoalkyl)phthalimide was above 92%through optimizing the reaction conditions.The type of the phase transfer catalysts and their amounts and the amounts of K2CO3 were the key influence factors in the N-alkylation of phthalimide reaction by the solvent-free way.In addition,the increasing of the length of chains would decrease the yield of N-(ω-bromoalkyl)phthalimide under the same reaction conditions.

【基金】 国家自然科学基金重大研究计划培育项目(No.91026022)资助
  • 【文献出处】 化学研究与应用 ,Chemical Research and Application , 编辑部邮箱 ,2013年06期
  • 【分类号】O643.32
  • 【被引频次】2
  • 【下载频次】159
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