EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
4th Edition
ISBN: 9781119659525
Author: Klein
Publisher: WILEY CONS
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Chapter 22.6, Problem 3LTS
Interpretation Introduction

Interpretation: For a given compound fluoxetine, it is to be prepared via two different methods of reductive amination

Concept Introduction:

Sodium cyanoborohydride is a strong reducing agent than sodium borohydride.  It reduces the carbonyl group into amine group in a rapid way.  So, it is called as reductive amination reactions.  Aldehyde or ketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primary amines.

EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG, Chapter 22.6, Problem 3LTS , additional homework tip  1

Aldehyde or ketone group is reacted with primary amine in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce secondary amines.

EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG, Chapter 22.6, Problem 3LTS , additional homework tip  2

Aldehyde or ketone group is reacted with secondary amine in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce tertiary amines.

EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG, Chapter 22.6, Problem 3LTS , additional homework tip  3

To find: Two different ways of preparing the given compound, fluoxetine via reductive amination.

Identify all C−N bonds in the given compound, fluoxetine

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