Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
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Add time:10/01/2019 Source:sciencedirect.com
Treatment of methyl 2,3-pentadlenoate, 3, with bromine in carbon tetrachloride affords a complex mixture, whose main products are methyl (E)- and (Z)-3,4-dlbromo-2-pentenoate, 9 and 10, and 4-bromo-5-methyl-5H-furan-2-one, 4. The mechanism of formation of these and other minor compounds is discussed. Hydrolysis of the crude mixture in the presence of barium hydroxide affords lactone 4 in 30% overall yield.
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