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A Facile Synthesis of Ethyl 2,4-Dimethoxy-6-perfluoroalkyl-benzoates via Acyclic Precursors

A Facile Synthesis of Ethyl 2,4-Dimethoxy-6-perfluoroalkyl-benzoates via Acyclic Precursors
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摘要 The acyclic precursors, methyl 3-perfluoroalkyl-4-carbethoxy-5-methoxy-6-(triphenylphosphoranylidene)hexa- 2,4-dienoates (4) were obtained via the addition reaction of ethyl 3-methoxy-4-(triphenylphosphoranylidene)but-2- enoate (2) with equally molar methyl 2-perfluoroalkynoates (3). Ethyl 2,4-dimethoxy-6-perfluoroalkylbenzoates (5) were synthesized in high yield via an intramolecular elimination of Ph3PO of 4 by heating in anhydrous benzene in a sealed tube. The structure of these compounds was confirmed by IR, 1H, 13C, 2D C-H cosy NMR and mass spectra and elemental analyses. The possible reaction mechanisms were also proposed. The acyclic precursors, methyl 3-perfluoroalkyl-4-carbethoxy-5-methoxy-6-(triphenylphosphoranylidene)hexa- 2,4-dienoates (4) were obtained via the addition reaction of ethyl 3-methoxy-4-(triphenylphosphoranylidene)but-2- enoate (2) with equally molar methyl 2-perfluoroalkynoates (3). Ethyl 2,4-dimethoxy-6-perfluoroalkylbenzoates (5) were synthesized in high yield via an intramolecular elimination of Ph3PO of 4 by heating in anhydrous benzene in a sealed tube. The structure of these compounds was confirmed by IR, 1H, 13C, 2D C-H cosy NMR and mass spectra and elemental analyses. The possible reaction mechanisms were also proposed.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2004年第10期1174-1176,共3页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 20172037).
关键词 acyclic precursor intramolecular Wittig reaction fluorinated polysubstituted arene ethyl 2 4-di- methoxy-6-perfluoroalkylbenzoate acyclic precursor, intramolecular Wittig reaction, fluorinated polysubstituted arene, ethyl 2,4-di- methoxy-6-perfluoroalkylbenzoate
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  • 1史真,西北大学学报,1990年,20卷,2期,49页

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