NaOEt ELOH th NaOEt, EtOH NaOEt ELOH

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.26P: Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and...
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Give the products of the reaction and name which kind of condensation reaction is involved.

This image illustrates a series of chemical reactions involving the Claisen condensation. The sequence of reactions involves the use of sodium ethoxide (NaOEt) and ethanol (EtOH) as reagents. Here’s a detailed breakdown of each step:

1. **First Reaction:**
   - **Reactant:** Ethyl 3-oxobutanoate
   - **Reagent:** NaOEt in EtOH
   - **Product:** A new compound is produced, though not explicitly shown, typically resulting in a β-keto ester in Claisen condensations.

2. **Second Reaction:**
   - **Reactants:** Ethyl 2-methyl-3-oxobutanoate and acetone
   - **Reagents:** NaOEt in EtOH
   - **Product:** Another product of Claisen condensation, typically involving a nucleophilic acyl substitution leading to β-diketone formation.

3. **Third Reaction:**
   - **Reactant:** A previously formed β-keto ester
   - **Reagent:** NaOEt in EtOH
   - **Product:** The reaction yields a compound with an additional carbonyl group, often indicative of the completion of another step in a synthetic pathway.

These steps illustrate key transformations found in organic synthesis where the formation of carbon-carbon bonds is critical. Claisen condensation is commonly used to create diketones, which are versatile intermediates in the synthesis of more complex molecules.
Transcribed Image Text:This image illustrates a series of chemical reactions involving the Claisen condensation. The sequence of reactions involves the use of sodium ethoxide (NaOEt) and ethanol (EtOH) as reagents. Here’s a detailed breakdown of each step: 1. **First Reaction:** - **Reactant:** Ethyl 3-oxobutanoate - **Reagent:** NaOEt in EtOH - **Product:** A new compound is produced, though not explicitly shown, typically resulting in a β-keto ester in Claisen condensations. 2. **Second Reaction:** - **Reactants:** Ethyl 2-methyl-3-oxobutanoate and acetone - **Reagents:** NaOEt in EtOH - **Product:** Another product of Claisen condensation, typically involving a nucleophilic acyl substitution leading to β-diketone formation. 3. **Third Reaction:** - **Reactant:** A previously formed β-keto ester - **Reagent:** NaOEt in EtOH - **Product:** The reaction yields a compound with an additional carbonyl group, often indicative of the completion of another step in a synthetic pathway. These steps illustrate key transformations found in organic synthesis where the formation of carbon-carbon bonds is critical. Claisen condensation is commonly used to create diketones, which are versatile intermediates in the synthesis of more complex molecules.
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