The following sequence of reactions features the Wolff-Kishner reduction - a reaction that converts a ketone into alkane. This reaction was used in the synthesis of compound A shown below using acyl chloride B. However, one can envision that a direct reaction of phenyl ether with chloride C could also provide the expected product A. Based on your knowledge of electrophilic aromatic substitution, please comment if both sequence can be successfully carried out in the laboratory. , AICI3 Wolff-Kishner Н-N-NH2. КОН reduction La AICla

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.53P
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The following sequence of reactions features the Wolff-Kishner reduction - a reaction that converts a ketone into alkane. This reaction was used in the synthesis of compound A
shown below using acyl chloride B. However, one can envision that a direct reaction of phenyl ether with chloride C could also provide the expected product A. Based on your
knowledge of electrophilic aromatic substitution, please comment if both sequence can be successfully carried out in the laboratory.
.CI
, AICI3
Wolff-Kishner
HaN-NH2, КОН
reduction
', AICI3
A
Transcribed Image Text:The following sequence of reactions features the Wolff-Kishner reduction - a reaction that converts a ketone into alkane. This reaction was used in the synthesis of compound A shown below using acyl chloride B. However, one can envision that a direct reaction of phenyl ether with chloride C could also provide the expected product A. Based on your knowledge of electrophilic aromatic substitution, please comment if both sequence can be successfully carried out in the laboratory. .CI , AICI3 Wolff-Kishner HaN-NH2, КОН reduction ', AICI3 A
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