Q23. - Organic Chemistry

Question

Question: What alkyl halides are needed to prepare each ketone using the acetoacetic ester synthesis?

Step-by-Step Solution

Answer

Answer

 

You will need alkyl halides to prepare each ketone using the acetoacetic ester synthesis, as shown below:

Step 1: Definition of acetoacetic ester reaction

The acetoacetic ester synthesis is a method that converts ethyl acetoacetate into a ketone having one or two alkyl groups on the -$\alpha$ carbon. It is a three-step process – deprotonation reaction that takes place first is followed by alkylation with the alkylating agent, and the last step is hydrolysis and deprotonation.

 

Step 2: Retrosynthetic pathway for obtaining the starting materials

To obtain the starting materials, a retrosynthetic analysis is followed as shown below:

Step 3: Forward pathway for obtaining the product

To obtain the product, a forward reaction scheme analysis is followed as shown below:

                     Formation of a.

                                   Formation of b.

                                  Formation of c