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The reaction is the Pechmann reaction of resorcinol and ethyl acetoacetate to form 4-methylumbelliferone: When HCl...

The reaction is the Pechmann reaction of resorcinol and ethyl acetoacetate to form 4-methylumbelliferone: When HCl is added to the product, protonation occurs at the carbonyl oxygen of the ester. Draw the conjugate acid of this reaction and explain why 4-methylumbelliferone is more basic than a typical ester.

Note: my professor mentioned something about Lewis acids/bases and mentioned how bases are more electron rich. I would like to explain how the product is more basic than a typical ester using this fact but I am not sure why the product or its conjugate acid would be considered electron rich since neither of them seem to be in my eyes. I thought electron rich meant that the molecule would have a negative formal charge somewhere.

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OYOH HOO COCH in acidic conditions 해 Rho-R extent of t-conjugation is not a 4-methyl lumbelliferone conjugate acid conjugatePlease comment for any doubts.

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