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Chapter 22: Q76P (page 1205)

Predict the products from this sequence of reactions

Short Answer

Expert verified

It is the reaction of the enolate ion with another carbonyl group that leads to the form α,β unsaturated aldehyde or ketone.

Step by step solution

01

Step-by-Step Solution Step1: Aldol self-condensation

It is the reaction of the enolate ion with another carbonyl group that leads to the form α,β unsaturated aldehyde or ketone.

02

Formation of the product

As the hydrogen is protonated from the reacting species formation of enolate ion occurs which combines with another group of carbonyl followed by the removal of OH- formation ofα,β unsaturated aldehyde occur.

03

Formation of the product followed by alkylation

Ethoxide is used as the base to form an enolate ion which formsβ keto ester on further reaction with the alkyl halide the alkylation occurs means the by removal of halide ion the alkyl group attached at the alpha position to the carbonyl

04

Mechanism

  1. Acidic hydrogen protonated
  2. Formation of enolate ion
  3. Aldol condensation
  4. Alkylation

Aldol self-Condensation

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Most popular questions from this chapter

Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.

Show how you would accomplish the following conversions in good yields. You may use any necessary reagents.

Propose a mechanism for the aldol condensation of cyclohexanone. Do you expect the equilibrium to favor the reactant or the product?

Question: Predict the products of the following reactions

c.

Question:Show how you would use the Robinson annulation to synthesize the following compounds.

C.
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