Which organic reagents would you need to make 2-ethylpentanoic acid from diethyl malonate?

Question

Quizplus · Accepted Answer

To make 2-ethylpentanoic acid from diethyl malonate, you would first use bromoethane and sodium ethoxide to alkylate the malonate, adding an ethyl group. Then, using 1-bromopropane and potassium tert-butoxide, you would add a propyl group to the opposite side of the malonate ester. After hydrolysis and decarboxylation, this would yield 2-ethylpentanoic acid.

Which Organic Reagents Would You Need to Make 2-Ethylpentanoic Acid