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Draw the product of ethyl acetoacetate, base, iodomethane, hydrolysis and heat.

Draw the product of ethyl acetoacetate, base, iodomethane, hydrolysis and heat.

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Answer #1

When ethyl aceto acetate is treated with base, proton will be abstracted from the ch2 group present between keto and ester group. This results in carbanion which takes methyl cation from iodo methane. Further hydrolysis leads to the formation of ethyl alcohol and a beta keto acid. This beta keto acid on heating undergo decarboxylation reaction where co2 molecule is eliminated and ketone will be formed as the final product. The mechanism is given below

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