Trifluoro-substituted benzoic acid, esters thereof and processes for preparing the same
AssigneeUbe Industries, Ltd.
InventorsYasuhito Yamamoto, Yasuhiro Yoneda, Kikuo Ataka, Naoyuki Yokota
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Abstract
The present invention is to provided a trifluoro-substituted benzoic acid, an ester thereof, particularly 2,3,4-trifluoro-5-iodobenzonic acid, 2,3,4-trifluoro-5-trifluoromethylbenzonic acid, esters thereof, which are useful as a starting material for synthesizeing a quinolonecarboxylic acid compound useful as a medicine, an anti-bacterial agent or an antiviral agent, and processes for preparing these compounds and 2,4,5-trifluoro-3-iodobenzonic acid, 2,4,5-trifluoro-3-trifluoromethylbenzoic acid and esters thereof.
Claims6
A process for preparing a trifluoro-trifluoromethyl-benzoic acid ester represented by the formula (II):
- wherein R1 represents a C1 to C10 alkyl group, a C3 to C10 cycloalkyl group or a C7 to C10 aralkyl group;
- Y represents a trifluoromethyl group or a fluorine atom;
- Z represents a fluorine atom when Y is a trifluoromethyl group, or a trifluoromethyl group when Y is a fluorine atom,
- which comprises reacting a trifluoro-iodobenzoic acid ester represented by the formula (III):
- wherein R1 has the same meaning as defined above;
- Y1 represents a fluorine atom or an iodine atom;
- Z1 represents an iodine atom when Y1 is a fluorine atom, or a fluorine atom when Y1 is an iodine atom,
- with a 2,2-difluoro-(fluorosulfonyl)acetic acid ester represented by the formula (IV):
- FO2SCF2COOR1 (IV)
- wherein R1 has the same meaning as defined above, in the presence of a copper catalyst in an organic solvent.
Dependencies are inferred from the claim text.