Compound X CO NAOMe, MeOH MeO

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
Problem 84EQ
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Your lab instructor overheard your partner’s proposal, and thought it was a good opportunity to illustrate a nifty 
reaction called the retro-Claisen reaction. She pulls a bottle of Compound X off the shelf, and asks you to dissolve it 
in methanol and add some sodium methoxide. After the reaction finishes, you purifty the product by column 
chromatography and analyze it by IR and NMR spectroscopy, and you determine that the product is exactly the 
compound you started with in part a)! Propose a mechanism for this tricky transformation

Compound X
CO
NaOMe, MeOH
MeO
Transcribed Image Text:Compound X CO NaOMe, MeOH MeO
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