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Chapter 22: Q.68P-b (page 1204)

Question:Show how you would use an aldol, Claisen, or another type of condensation to make each compound

b.

Short Answer

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Answer

Step by step solution

01

Claisen condensation

It is the nucleophilic acyl substitution reaction of ether forming the enolate ion with another ether group lead to form α,βunsaturated ketone.

02

Formation of the product

As the hydrogen is protonated from the reacting species which is ether formation of enolate ion occur which combine with another group of ether followed by the removal of formation of unsaturated ketone occur as shown

Claisen Condensation

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Most popular questions from this chapter

Question: Predict the products of the following reactions

h.

Question: Predict the products of the following reactions

d.

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

Show the products of the reactions of these carboxylic acids with PBr3/Br2before and after hydrolysis.

  1. pentanoic acid
  2. phenylacetic acid
  3. succinic acid
  4. oxalic acid

(a) Although the following compound is a substituted acetone derivative, it cannot be made by the acetoacetic ester synthesis. Explain why (two reasons).

(b) The use of LDA to make enolate ions (Sections 22-2B and 22-3) has provided alternatives to the acetoacetic ester synthesis. Show how you might make the compound shown in part (a), beginning with 1,3-diphenylacetone.

(c) Enamine reactions (Section 22-4) occur under relatively mild conditions, and they often give excellent yields of compounds like the one shown in part (a). Show how you might use an enamine reaction for this synthesis, beginning with 1,3-diphenylacetone.
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