Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
Cinnamoylcocaine, a natural product that occurs in coca leaves, can be converted to cocaine by the following reaction sequence. Identify the structure of cinnamoylcocaine, as well as intermediates
![cinnamoylcocaine
Н,о
Ph o"Ph
Ph
NaOCH,
C19H23NO.
CH3I
cocaine
HO.
снон](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F14fa847d-de57-497d-95de-08d6e431fdea%2F7f05d86b-ee49-47d1-af90-e0ac17d3bb05%2Fmvcbepq.png&w=3840&q=75)
Transcribed Image Text:cinnamoylcocaine
Н,о
Ph o"Ph
Ph
NaOCH,
C19H23NO.
CH3I
cocaine
HO.
снон
Expert Solution
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Step 1
The given reaction is shown below.
In order to obtain the compounds X and Y, the retrosynthetic method has to be followed.
Cocaine is obtained by the methylation of compound Y, so the compound Y is a secondary amine. The possible structure of compound Y is shown below.
Step 2
The compound Y is obtained by the reaction of compound X with benzoic anhydride. So as to get compound Y from compound X and benzoic anhydride, the compound X should have an alcohol group. The possible structure of X is shown below.
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