Concept explainers
Interpretation:
a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce a α, β-unsaturated product and the structure of the product is to be shown.
b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate is to be given.
Concept introduction:
In the first step in the preparation of Hagemann’s ester involving a mixed aldol like condensation reaction, ethyl acetoacetate yields an enolate anion which attacks formaldehyde to yield an α, β-unsaturated product.
In the second step α, β-unsaturated product obtained in the first step acts as a donor and ethyl acetoacetate acts as the acceptor (Michael reaction) to yield the product.
To give:
a) The first step in the preparation of Hagemann’s ester, an aldol-like condensation between ethylacetoacetate and formaldehyde to produce α, β-unsaturated product and the structure of the product.
b) The structure of the product obtained in the second step which is a Michael reaction between the product of the first step and ethyl acetoactate.
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Chapter 23 Solutions
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning