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Chapter 23: Q25. (page 924)

Question:What ketones are prepared by the following reactions?

Short Answer

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Answers

The ketones prepared from the given reactions are shown below:-

Step by step solution

01

Acetoacetic ester synthesis

The acetoacetic ester synthesis is a method required for the conversion of ethyl acetoacetate into a ketone having one or two alkyl groups on the α - carbon.

02

Steps required in acetoacetic ester synthesis

It is a three-step process where an acid-base reaction takes place first followed by alkylation and the last step involves hydrolysis and deprotonation.

Reaction a

Reaction b

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Most popular questions from this chapter

Question: Capsaicin, the spicy component of hot peppers, can be prepared from amine X and acid chloride Y. Devise a synthesis of Y from (E)-6-methylhept-4-en-1-ol [(CH3)2 CHCH=CH(CH2)3OH],CH2(CO2Et)2 , and any required inorganic reagents.

Question:

(a) Draw two different haloketones that can form A by an intramolecular alkylation reaction.

(b) How can A be synthesized by an acetoacetic ester synthesis?

Question: Draw the products obtained (including stereochemistry) when each compound is treated with LDA, followed by CH3l.

Question: A key step in the synthesis of β-vetivone, a major constituent of vetiver, a perennial grass found in tropical and subtropical regions of the world, involved the reaction of compound A and dihalide B with two equivalents of LDA to form C. Draw a stepwise mechanism for this reaction. β-Vetivone contains a spiro ring system—that is, two rings that share a single carbon atom.

Question: Draw a stepwise mechanism for the following reaction.
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