Can you please check my work on the following ochem reaction scheme and let me know if it is correct or what is wrong... the question was: Consider 3,4-dimethylpiperidine being subjected to the following:       Step 1: CH3I (excess);        Step 2: NaOH, heat       Step 3: CH3I (excess);        Step 4: NaOH, heat  Provide the bond line structures for the major organic product obtained in each step and discuss the   regiochemistry for Step 2.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.4: Substituent Effects On Acidity
Problem 9P
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Can you please check my work on the following ochem reaction scheme and let me know if it is correct or what is wrong...

the question was:

Consider 3,4-dimethylpiperidine being subjected to the following:

      Step 1: CH3I (excess); 
      Step 2: NaOH, heat
      Step 3: CH3I (excess); 
      Step 4: NaOH, heat

 Provide the bond line structures for the major organic product obtained in each step and discuss the   regiochemistry for Step 2.

CH₂1 (excess)
8
CH3
CH3
(A)
CH3
I-
In step 2, proton I is more acidic than proton 2 (proton 2 is attached
with three carbons and a methyl group that decreases
it's acidity) for Bela elimination
CH 3
201
2
NaOH
heat
CH₂ 1 (excess)
NaOH
heat
NY.
Transcribed Image Text:CH₂1 (excess) 8 CH3 CH3 (A) CH3 I- In step 2, proton I is more acidic than proton 2 (proton 2 is attached with three carbons and a methyl group that decreases it's acidity) for Bela elimination CH 3 201 2 NaOH heat CH₂ 1 (excess) NaOH heat NY.
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