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 4Q
Interpretation Introduction

Interpretation:

The preferred base for the alkylation of monoalkylacetoacetic ester is to be identified.

Concept introduction:

The acetoacetic ester is a β-dicarbonyl compound, easily converted into enolatethat further reacts with an alkyl halide.

In monoalkylacetoacetic ester, a second alkylation also takes place, due to thepresence of an acidic hydrogen, in the presence of stronger base.

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Chapter 18 Solutions

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