5. Suggest mechanisms for these reactions, commenting on the choice of reagents and solvents. How would you convert the final product into diethyl [diethyl adipate, EtO₂C(CH₂) 4CO₂Et]? НО OH NaCN DMSO hexanedioate hexanedioate SOCI₂ pyridine NC CN

5. Suggest mechanisms for these reactions, commenting on the choice of reagents and solvents. How would you convert the final product into diethyl [diethyl adipate, EtO₂C(CH₂) 4CO₂Et]? НО OH NaCN DMSO hexanedioate hexanedioate SOCI₂ pyridine NC CN

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.48P

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Question

5. Suggest mechanisms for these reactions, commenting on the
choice of reagents and solvents. How would you convert the final
product into diethyl hexanedioate [diethyl adipate,
EtO₂C(CH₂) 4CO₂Et]?
НО
OH
NaCN
DMSO
SOCI₂
pyridine
NC
CN

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