A SIMPLE APPROACH TO THE SYNTHESIS OF ETHYL 2-ETHOXY-4-METHOXY-6-PERFLUOROALKYLBENZOATES VIA ACYCLIC PRECURSORS

Authors
CAO WG DING WY YI T ZHU ZM
Citation
Wg. Cao et al., A SIMPLE APPROACH TO THE SYNTHESIS OF ETHYL 2-ETHOXY-4-METHOXY-6-PERFLUOROALKYLBENZOATES VIA ACYCLIC PRECURSORS, Journal of fluorine chemistry, 81(2), 1997, pp. 153-155
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
81
Issue
2
Year of publication
1997
Pages
153 - 155
Database
ISI
SICI code
0022-1139(1997)81:2<153:ASATTS>2.0.ZU;2-Y
Abstract
The acyclic precursors, methyl y-6-(triphenylphosphoranylidene)hexa-2, 4-dienoates 3a-c were obtained through the addition reaction of ethyl -ethoxy-4-(triphenylphosphoranylidene)but-2-enoate 1 with equally mola r of methyl 2-perfluoroalkynoates 2a-c. Ethyl 2-ethoxy-4-methoxy-6-per fluoroalkylbenzoates 4a-c were synthesized with high yields via an int ramolecular elimination of Ph3PO of 3a-c by heating in anhydrous benze ne in a sealed tube. The structures of these compounds were confirmed by IR, MS, H-1, C-13 and F-19 NMR spectra, and elemental analyses. The reaction mechanisms were also proposed.