The Claisen condensation converts two molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. 1. OCH2CH3 / CH3CH2OH 2 OH 2. H3O* Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. Include all formal charges and nonbonding electrons. In each step, draw only the species that react in that step. If an enolate resonance form is possible, draw only the carbanionic form. If a CH, group is being deprotonated, draw all H's on the reacting site. Tip: always omit ethanol byproducts.
The Claisen condensation converts two molecules of an ester into a B-keto ester. The reaction starts with the ester in an alkoxide/alcohol solution and is worked up with acid to form the neutral B-keto ester product. 1. OCH2CH3 / CH3CH2OH 2 OH 2. H3O* Show the curved-arrow mechanism for the Claisen condensation of ethyl ethanoate treated with ethoxide ion. Include all formal charges and nonbonding electrons. In each step, draw only the species that react in that step. If an enolate resonance form is possible, draw only the carbanionic form. If a CH, group is being deprotonated, draw all H's on the reacting site. Tip: always omit ethanol byproducts.
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
Section19.9: Crossed Enolate Reactions Using Lda
Problem JQ
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