base, followed by acid-catalyzed decarboxylation. Write all steps and mechanism of each. CH3

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**Synthesis and Mechanism**

**Problem 7:**
**Preparation of the Compound**

The compound shown below is synthesized using a mixture of formaldehyde and ethyl acetoacetate under basic conditions, followed by acid-catalyzed decarboxylation. Describe all the steps and mechanisms involved in the preparation of this compound.

**Step-by-Step Mechanism:**

1. **Initial Reactants:**
   - Formaldehyde (HCHO)
   - Ethyl acetoacetate (CH3COCO2Et)

2. **Condensation Reaction:**
    a. The reaction begins with the formation of an enolate from ethyl acetoacetate under basic conditions. 
    b. The enolate then reacts with formaldehyde through an aldol condensation, forming a β-hydroxy ester intermediate.

3. **Aldol Condensation:**
    - The β-hydroxy ester undergoes dehydration (removal of water), resulting in the formation of a carbon-carbon double bond, leading to an α,β-unsaturated ester.

4. **Cyclization:**
    - The condensation product undergoes intramolecular cyclization leading to the formation of a six-membered cyclic compound.

5. **Decarboxylation:**
    a. The compound undergoes acid-catalyzed decarboxylation which removes the carboxyl group (CO2Et), resulting in the formation of the final compound.

**Depicted Compound:**
   - A cyclic ketone with a methyl group (CH3) at one position and an ester group (CO2Et) at another position of the six-membered ring.

**Mechanism Visualization:**
The provided molecular structure in the image illustrates the final cyclic compound with its specific functional groups such as the ketone (carbonyl group) and ester (CO2Et group) attached to the cyclohexane ring.

**Diagram Explanation:**
- The hexagon represents a six-membered ring (cyclohexane) with a carbonyl group (C=O) and an ester group (CO2Et) attached.
- Two double bonds are located within the ring indicating conjugation.
- A methyl group (CH3) is attached to one carbon of the ring, and an ester group (CO2Et) is attached to the adjacent carbon.

Understanding these mechanisms and the steps will help in comprehending how complex organic compounds can be synthesized using specific reactions and
Transcribed Image Text:**Synthesis and Mechanism** **Problem 7:** **Preparation of the Compound** The compound shown below is synthesized using a mixture of formaldehyde and ethyl acetoacetate under basic conditions, followed by acid-catalyzed decarboxylation. Describe all the steps and mechanisms involved in the preparation of this compound. **Step-by-Step Mechanism:** 1. **Initial Reactants:** - Formaldehyde (HCHO) - Ethyl acetoacetate (CH3COCO2Et) 2. **Condensation Reaction:** a. The reaction begins with the formation of an enolate from ethyl acetoacetate under basic conditions. b. The enolate then reacts with formaldehyde through an aldol condensation, forming a β-hydroxy ester intermediate. 3. **Aldol Condensation:** - The β-hydroxy ester undergoes dehydration (removal of water), resulting in the formation of a carbon-carbon double bond, leading to an α,β-unsaturated ester. 4. **Cyclization:** - The condensation product undergoes intramolecular cyclization leading to the formation of a six-membered cyclic compound. 5. **Decarboxylation:** a. The compound undergoes acid-catalyzed decarboxylation which removes the carboxyl group (CO2Et), resulting in the formation of the final compound. **Depicted Compound:** - A cyclic ketone with a methyl group (CH3) at one position and an ester group (CO2Et) at another position of the six-membered ring. **Mechanism Visualization:** The provided molecular structure in the image illustrates the final cyclic compound with its specific functional groups such as the ketone (carbonyl group) and ester (CO2Et group) attached to the cyclohexane ring. **Diagram Explanation:** - The hexagon represents a six-membered ring (cyclohexane) with a carbonyl group (C=O) and an ester group (CO2Et) attached. - Two double bonds are located within the ring indicating conjugation. - A methyl group (CH3) is attached to one carbon of the ring, and an ester group (CO2Et) is attached to the adjacent carbon. Understanding these mechanisms and the steps will help in comprehending how complex organic compounds can be synthesized using specific reactions and
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