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A convenient synthesis of 2,6-Dichloromonicotinic acid.

Show simple item record Buchanan, Chase; Fitch Richard 2012-05-21T18:29:50Z 2015-10-05T14:44:07Z 2012-05-21T18:29:50Z 2015-10-05T14:44:07Z 2012-05-21T18:29:50Z
dc.description.abstract In our synthetic efforts toward the alkaloid phantasmidine, we required a convenient source of the title compound. Herein, we describe a short synthesis of 2,6-dichlorohomonicotinic acid by direct allylation of 2,6-dichloropyridine with LDA/allyl chloride, followed by permanganate oxidation of the side chain [figure1]. Yields for the allylation are high, while permanganate oxidation required more adjustment. Successful conditions require the modest acidification of the mixture with acetic acid and cleanup by acid base workup. No chromatography is needed.
dc.language.iso en_US
dc.subject synthesis of 2,6-dichlorohomonicotinic acid
dc.title A convenient synthesis of 2,6-Dichloromonicotinic acid. 2012
dc.description.department Department of Chemistry and Physics
dc.description.facultysponsor Fitch Richard
dc.description.itemidcsrc ILL-ETD-006

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