7. Give the stereochemistry for the product of each step of the conversion of trans-4-t- butylcyclohexanol to its cis isomer by the following reaction sequence. a. Reaction of the trans isomer with p-toluene sulfonylchloride in pyridine to compound A (C17H2603S). b. Reaction of A with sodium benzoate in dimethylformamidewith heat to compound B (C17H1402). c. Reaction of B with an aqueous solution of sodium hydroxide to give the cis isomer of the original starting material.

7. Give the stereochemistry for the product of each step of the conversion of trans-4-t- butylcyclohexanol to its cis isomer by the following reaction sequence. a. Reaction of the trans isomer with p-toluene sulfonylchloride in pyridine to compound A (C17H2603S). b. Reaction of A with sodium benzoate in dimethylformamidewith heat to compound B (C17H1402). c. Reaction of B with an aqueous solution of sodium hydroxide to give the cis isomer of the original starting material.

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

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.48P: The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Following...

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