Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 18, Problem 13PP

PRACTICE PROBLEM 18.13

The antiepileptic drug valproic acid is 2-propylpentanoic acid (administered as the sodium salt). One commercial synthesis of valproic acid begins with ethyl cyanoacetate. The penultimate step of this synthesis involves a decarboxylation, and the last step involves hydrolysis of a nitrile. Outline this synthesis.

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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Select to Edit Arrows H H Select to Add Arrows > H CFCI: Select to Edit Arrows H Select to Edit Arrows
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