Q48. - Organic Chemistry

Question

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

Step-by-Step Solution

Answer

Answer

 

The alkyl halides needed to prepare each ketone using the acetoacetic ester synthesis are shown below.

Step 1: Acetoacetic ester reaction

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 $\alpha$ -carbon. It is a 3-step process deprotonation reaction that takes place first, 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.

Representation of the retrosynthetic approach of the product

Step 3: Forward pathway for obtaining the product

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

                                Reaction a

                                  Reaction b.

                                         Reaction c