21. Enolate Chemistry:Reactions at the Alpha-Carbon - Part 2 of 2
24. Enolate Chemistry: Reactions at the Alpha-Carbon / Enolate Alkylation and Acylation / Problem 3
When an α-haloketone reacts with the hydroxide ion, a carboxylic acid is formed. This is known as a Favorskii reaction. Propose a suitable mechanism for the Favorskii reaction below. Hint: The first step is deprotonation of the α-carbon that is not bonded to Br, the second step is forming a three-membered ring, and in the third step HO− acts as a nucleophile.
![Mechanism of Favorskii reaction showing α-haloketone conversion to carboxylic acid.](https://lightcat-files.s3.amazonaws.com/problem_images/7829628fc9b4b52c-1682945026894.jpg)
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