Show how you can carry out the following transformations with the limitations given below and any readily available (i. e. existing!) reagents. If more than one step is required, give reagents and product(s) for each step. Show structures for all the compounds. Reaction mechanisms NOT required Include a protection group on benzene. OY NH₂ NO2

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...
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Show how you can carry out the following transformations with the
limitations given below and any readily available (i. e. existing reagents. If
more than one step is required, give reagents and product(s) for each step.
Show structures for all the compounds. Reaction mechanisms NOT
required
Include a protection group on benzene.
NH₂
NO2
Transcribed Image Text:Show how you can carry out the following transformations with the limitations given below and any readily available (i. e. existing reagents. If more than one step is required, give reagents and product(s) for each step. Show structures for all the compounds. Reaction mechanisms NOT required Include a protection group on benzene. NH₂ NO2
Expert Solution
Step 1

There are 2 steps in following conversion - 

1) First step is nitration . Nitration in presence of HNO3/ H2SO4 take place and two products will form . Othro nitroacetanilide and para nitroacetaanilide . Para product will be major product while ortho is minor product. 

2) second step involve acid hydrolysis which converts o - nitroacetanilide into o- Nitroaniline . 

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