D. N. Bazhin, E. V. Shchegol'kov, Yulia S. Kudyakova
Feb 18, 2012
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Journal
Russian Journal of General Chemistry
Abstract
The structure of key intermediates in the synthesis of fluoroquinolone antibiotics: diethyl (2,3,4,5-tetrafluorobenzoyl)malonate and ethyl (2Z)-3-hydroxy-(2,3,4,5-tetrafluorophenyl)prop-2-enoate was for first time studied using X-ray diffraction (XRD) and 1H, 19F NMR spectroscopy. In solution both the esters were shown to exist as a mixture of enol and ketone tautomeric forms with predominance of the latter. According to the XRD analysis, ethyl (2Z)-3-hydroxy-(2,3,4,5-tetrafluorophenyl)prop-2-enoate in the solid state exists entirely in the enol form.