Solved: The compound known as Hagemanns ester is prepared by treatment of a mixture of
Chapter 23, Problem 23.53(choose chapter or problem)
The compound known as Hagemanns ester is prepared by treatment of a mixture of formaldehyde and ethyl acetoacetate with base, followed by acidcatalyzed decarboxylation. CO + HOEt CH3COCH2CO2Et CH + 2O 2 Hagemanns ester 1. Na+ OEt, ethanol 2. H3O+ O CO2Et CH3 (a) The first step is an aldol-like condensation between ethyl acetoacetateand formaldehyde to yield an a,b-unsaturated product. Write the reaction,and show the structure of the product.(b) The second step is a Michael reaction between ethyl acetoacetate andthe unsaturated product of the first step. Show the structure of theproduct.
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