An acetoacetic ester synthesis of a ketone proceeds by alkylation of the enolate of the acetoacetic ester followed by ester hydrolysis and decarboxylation of the -ketoacid. Which of the following methyl ketones is difficult to prepare by this method?

• A. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3a.png"><img alt="Acetoacetic ester synthesis of ketone proceeds by alkylation of enolate - option a" class="alignnone size-full wp-image-224650" height="65" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3a.png" width="146"/></a>
• B. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3b.png"><img alt="Acetoacetic ester synthesis of ketone proceeds by alkylation of enolate - option b" class="alignnone size-full wp-image-224651" height="64" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3b.png" width="137"/></a>
• C. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3c.png"><img alt="Acetoacetic ester synthesis of ketone proceeds by alkylation of enolate - option c" class="alignnone size-full wp-image-224652" height="60" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3c.png" width="178"/></a>
• D. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3d.png"><img alt="Acetoacetic ester synthesis of ketone proceeds by alkylation of enolate - option d" class="alignnone size-full wp-image-224653" height="60" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q3d.png" width="148"/></a>