91Ó°ÊÓ

In malonic ester synthesis, the alkyl halide converts into carboxylic acid having two more carbons.

The steps of malonic ester synthesis are

1. Formation of an enolate ion.
2. S_N² attack of the enolate ion on alkyl halide.
3. Hydrolysis and decarboxylation.

The compound represent by the model is

Hence, the reaction is:

The given compound is a carboxylic acid hence it can be prepared by malonic ester synthesis.

The ethoxide ion abstracts a proton from the methylene group from the ester and forms an enolate ion.

The enolate ion attacks the and removes the bromide ion.

Then, another proton abstraction happens by the base.

The new enolate ion attacks the methyl bromide and removes the bromide ion.

Lastly, after hydrolysis and decarboxylation, you get the desired product.

The given compound can be prepared by malonic ester synthesis like