ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 23, Problem 37DSP
Interpretation Introduction

Interpretation:

The major product of the given reaction isto be determined.

Concept Introduction:

Substitutents attached to an aromatic ring promote metalation andcontrol its regioselectivity.

Lithiation usually occurs at the carbon atom ortho to the substituent.

These ortho-lithiated derivatives undergo the normal reactions similar to organolithium reagents.

Organolithium reagents react with dimethyl formamide to form a tetrahedral intermediate which upon hydrolysis results in formylation.

Amides undergo hydrolysis in acidic medium to form amines and carboxylic acids.

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