The compound known as Hagemanns ester is prepared by treatment of a mixture of
Chapter 23, Problem 23(choose chapter or problem)
The compound known as Hagemann’s ester is prepared by treatment of a mixture of formaldehyde and ethyl acetoacetate with base, followed by acid-catalyzed decarboxylation.
(a) The first step is an aldol-like condensation between ethyl acetoacetate and formaldehyde to yield an \(\alpha, \beta-\text { unsaturated }\) product. Write the reaction, and show the structure of the product.
(b) The second step is a Michael reaction between ethyl acetoacetate and the unsaturated product of the first step. Show the structure of the product.
Equation Transcription:
Text Transcription:
CH_3COCH_2CO_2Et+CH_2O
Na+-OEt
H_3O+
CO_2Et
CH_3
CO_2+HOEt
\alpha, \beta-unsaturated
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