Answered: Show how the malonic ester synthesis…

Show how the malonic ester synthesis makes substituted acetic acids, and how theacetoacetic ester synthesis makes substituted acetones. Give mechanisms for thesereactions.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.57P

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Question

Show how the malonic ester synthesis makes substituted acetic acids, and how the
acetoacetic ester synthesis makes substituted acetones. Give mechanisms for these
reactions.

Expert Solution

Step 1

The mechanism for the malonic ester is shown below.

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