ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 22, Problem 57DSP
Interpretation Introduction

Interpretation:

The product of the given reactionis to be determined

Concept Introduction:

Reaction of an aldehyde or a ketone with a secondary amine gives an enamine.

Enamines are nucleophilic and react with electrophiles forming a new carbon-carbon bond. Further hydrolysis produces a derivative of the original aldehyde or ketone such that the substituent is attached to the alpha position.

Primary alkyl halides and benzylic halides react with enamines to produce alpha substituted alkyl or benzyl derivatives of aldehydes or ketones.

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What would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 2 2. n-BuLi 3 Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Explanation Check Click and drag to start drawing a structure.
Predict the products of this organic reaction: NaBH3CN + NH2 ? H+ Click and drag to start drawing a structure. ×
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