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Additional recommended knowledge
Using p-cymene as solvent has been shown to increase yields.
Upon heating α-picolinic acid will spontaneously decarboxylate forming a zwitterion (2). In the presence of a strong electrophile, such as an aldehyde, the zwitterion will react with the carbonyl faster than protonating. Upon proton transfer the desired carbinol (4) is formed.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Hammick_reaction". A list of authors is available in Wikipedia.|