**Title: Enamine Reactions in Cyclohexenone Synthesis****Introduction:**In this lesson, we will explore the application of the Stork enamine reaction and the intramolecular aldol reaction in the synthesis of cyclohexenones. This process is an excellent example of a multi-step organic synthesis that integrates several reaction mechanisms to produce complex molecular structures.**Step-by-Step Process:****Step 1: The Stork Enamine Reaction**The Stork enamine reaction begins with the formation of an enamine from a secondary amine (pyrrolidine) and a ketone (cyclohexanone). This enamine then reacts with an α,β-unsaturated carbonyl compound (3-buten-2-one), facilitating a Michael addition reaction.**Step 2: Enamine Hydrolysis**After the Michael addition, the enamine undergoes hydrolysis in an acidic environment to regenerate the carbonyl compound while incorporating the newly added group into the cyclohexanone framework.**Step 3: Intramolecular Aldol reaction**The resulting compound is then subjected to basic conditions (NaOH in water), which promotes the formation of an enolate ion. This enolate ion undergoes an intramolecular aldol condensation, leading to the formation of a cyclohexenone structure.**Diagrams Explanation:****Diagram 1: Reactants and Reaction Conditions**The diagram shows the enamine of cyclohexanone and the reactant 3-buten-2-one. The reaction conditions are as follows:1. \( \text{H}_2\text{C}=\text{CHCOCH}_3 \)2. \( \text{H}_3\text{O}^+ \)3. \( \text{NaOH, H}_2\text{O} \)**Diagram 2: Final Product**The final product is a cyclohexenone structure indicating ring formation and double-bond positioning within the ring.**Summary:**This sequence of reactions demonstrates the utility of the Stork enamine reaction followed by sequential hydrolysis and intramolecular aldol reaction to synthesize cyclohexenones. By understanding and applying these reactions, chemists can efficiently construct complex cyclic structures from simpler molecules, showcasing the power of organic synthesis in creating valuable chemical compounds.---This detailed breakdown provides a clear narrative of the reactions involved for educational purposes, guiding students

The details solution for this is provided below in attach image.

8. The Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexenones. For example, reaction of the pyrrolidine enamine of cyclohexanone with 3-buten-2-one, followed by enamine hydrolysis and base treatment, yields the product indicated. Write each step, and show the mechanism of each. 1. H,C=CHCOCH3. 2. H30* 3. NaOH, H20

8. The Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexenones. For example, reaction of the pyrrolidine enamine of cyclohexanone with 3-buten-2-one, followed by enamine hydrolysis and base treatment, yields the product indicated. Write each step, and show the mechanism of each. 1. H,C=CHCOCH3. 2. H30* 3. NaOH, H20

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Using aldol or crossed aldol condensation, suggest a synthesis of the following compounds:
What enolates are possible when 2- methylcyclohexanone is treated with base? How would you selectively form the most stable one?
References The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a B-keto ester, an enamine, or a B-diketone) and an aB-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. Draw the structures of the nucleophilic 6-ketro ester and theaB-unsaturated ketone acceptor that were conbined in a Robinson annulation to give the following product Ph CO,Et • Draw the B-keto ester as an ethyl ester, P. Activate(Previous Ows GoithSertinc
Propose a synthesis of the following compound from benzene and any reagent with 7 or less carbons. Be sure to show both a retrosynthesis and the forward synthesis. D O₂N. H₂N
21.3 Aldol Reactions Provide the conditions necessary in the reaction below. MeO H H3O* NaOH H₂O, heat H₂O NaOH H₂O MeO 'H OMe
6
Predict the major product formed when hexanoyl chloride is treated with LIAIH4 (excess), followed by H30+.
2. Intramolecular aldol cyclization of 3,3-dimethyl-2,5-nonanedione with aqueous NaOH yields a mixture of two enone products in the approximate ratio 9:1. Write their structures and show how each is formed.