Textbook Question
Predict the products of the following reactions:
(g)
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26. Amines
Cope Elimination
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Which of the following successfully synthesizes the given target?
A
KOtBu, tBuOH
B
1. CH3 (excess); 2. Ag2O, H2O
C
mCPBA, heat
D
LDA
Verified step by step guidance1
Analyze the target molecule: The target molecule is a cyclohexene derivative with an isopropyl group attached. The starting material is a cyclohexane derivative with an amine group.
Identify the transformation: The transformation involves converting an amine group into a double bond, which suggests an elimination reaction.
Consider the reagents: mCPBA is a peroxyacid used for epoxidation, but here it is mentioned with heat, which could imply a rearrangement or elimination process.
Understand the mechanism: The heat could facilitate the elimination of the amine group, possibly through a Hofmann elimination, where the amine is converted into a leaving group and then eliminated to form a double bond.
Conclude the synthesis: The use of mCPBA and heat suggests a pathway where the amine is transformed into a leaving group, and heat promotes the elimination to form the desired alkene structure.
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