3. A key transformation in the original synthesis of cocaine was the synthesis of 1,3- cyloheptadiene from cycloheptanol. Show how this could be accomplished. We have provided you one of the necessary synthetic steps. OH Br Br Me2N Me,NH (you need to use this reaction) CO,Me OBz

3. A key transformation in the original synthesis of cocaine was the synthesis of 1,3- cyloheptadiene from cycloheptanol. Show how this could be accomplished. We have provided you one of the necessary synthetic steps. OH Br Br Me2N Me,NH (you need to use this reaction) CO,Me OBz

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

Chapter7: Alkynes

Section: Chapter Questions

Problem 7.29P

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.

Question

3. A key transformation in the original synthesis of cocaine was the synthesis of 1,3-
cyloheptadiene from cycloheptanol. Show how this could be accomplished. We have
provided you one of the necessary synthetic steps.
он
Br
Br
Me2N
Me,NH
(you need to use this reaction)
ÇO,Me
-N-
OBz
cocaine
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