Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 18, Problem 26P
Interpretation Introduction

Interpretation:

Each of the given compounds is to be synthesized from diethyl malonate or ethyl acetoacetate and any other organic and inorganic reagents.

Concept Introduction:

βdicarbonyl compound can be converted into enolate ions in the presence of sodium ethoxide.

▸ Alkylation in the βdicarbonyl compound is a SN2 reaction.

▸ Decarboxylation of βketoacid takes place readily in the presence of heat.

▸ LDA stands for lithium disopyramide. It is a strong base.

▸ In Sn2 reaction, one bond is broken and one bond is formed. In Sn2 reaction, the nucleophile attacks on the less sterically hindered carbon.

▸ Reduction of a carboxylic acid into alcohol occurs in the presence of reducing agent LiAlH4.

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Chapter 18 Solutions

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