Suggest how you would convert trans-4-methylcyclohexanol to  cis-1-chloro-4-methylcyclohexane.

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.47P: The base-promoted rearrangement of an -haloketone to a carboxylic acid, known as the Favorskii...
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Suggest how you would convert trans-4-methylcyclohexanol to
  cis-1-chloro-4-methylcyclohexane.

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