Document Type
Article
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.
Publication Date
Spring 5-21-2012
Recommended Citation
Buchanan, Chase and Fitch, Richard W., "A Convenient Synthesis Of 2,6-Dichlorohomonicotinic Acid" (2012). Symposium 2012. 5.
https://scholars.indianastate.edu/symposium/5
Included in
Analytical Chemistry Commons, Biological and Chemical Physics Commons, Catalysis and Reaction Engineering Commons, Complex Fluids Commons, Computational Chemistry Commons, Other Chemical Engineering Commons, Other Chemistry Commons, Physical Chemistry Commons
Comments
Faculty Sponsor: Richard W. Fitch