| 2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉的改进合成 |
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| 引用本文： | 孙呈郭,周维友,胡炳成,徐士超,刘祖亮.2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉的改进合成[J].精细化工,2009,26(9). |
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| 作者姓名： | 孙呈郭 周维友 胡炳成 徐士超 刘祖亮 |
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| 作者单位： | 南京理工大学,化工学院,江苏,南京,210094 |
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| 基金项目： | 南京理工大学科技发展基金项目(XKF09008)~~ |
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| 摘 要： | 以次氯化血红素为原料,经脱铁、酯化、还原3步反应合成了光敏剂2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉。在次卟啉的合成过程中,用硫酸亚铁-浓盐酸-醋酸酐作脱铁试剂,于95℃反应2h,收率92.2%;在浓硫酸的作用下,次卟啉与甲醇反应30min,合成次卟啉二甲酯,收率90.3%;再利用硼氢化钠-氯化锂-四氢呋喃体系还原次卟啉二甲酯,得到2,7,12,18-四甲基-13,17-二(3-羟基丙基)卟啉,收率75.2%。产物通过ESI-MSFTIR及1HNMR等方法表征。
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| 关 键 词： | 氯化血红素 次卟啉 卟啉衍生物 精细化工中间体 |
A Facile Synthesis of 2,7,12,18-Tetramethyl-13, 17-di(3-hydroxypropyl)porphyrin |
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| SUN Cheng-guo,ZHOU Wei-you,HU Bing-cheng,XU Shi-chao,LIU Zu-liang.A Facile Synthesis of 2,7,12,18-Tetramethyl-13, 17-di(3-hydroxypropyl)porphyrin[J].Fine Chemicals,2009,26(9). |
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| Authors: | SUN Cheng-guo ZHOU Wei-you HU Bing-cheng XU Shi-chao LIU Zu-liang |
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| Affiliation: | Department of Chemistry;Nanjing University of Science and Technology;Nanjing 210094;Jiangsu;China |
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| Abstract: | The 2,7,12,18-tetramethyl-13,17-di(3-hydroxypropyl)porphyrin was prepared from hemin by a three-step way including demetalation,esterification and reduction.In the synthesis process of deuteroporphyrin,the ferrous sulfate-concentrated hydrochloric acid-acetic anhydride was used as the removal reagent.The deuteroporphyrin was obtained in 92.2% yield at 95 ℃ for 2 h.Then,the esterification of deuteroporphyrins with methanol under concentrated H2SO4 for 30 min provided deuteroporphyrin methyl ester with a yield of 90.3%.The ester was reduced to the corresponding alcohols using sodium borohydride-lithium chloride-THF system,which gave the 75.2% yield.The objective product was characterized with ESI-MS,FTIR and 1HNMR. |
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| Keywords: | hemin deuteroporphyrin porphyrin derivativess fine chemical intermediates |
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