Provide mechanistic pathway for each step and the products based on the reagents selected. Diels Alders reactions to consider the formation of the products stated below. Product in step 1 is used for step 2. Product instep 2 is used for step 3. Indicate any required stereochemistry (E, Z, R, S). Step 1: 3-bromo-3-methylbut-1-ene with sodium ethoxide Step 2: addition of maleic anhydride and heat Step 3: hydrogen gas bubbling with palladium metal

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.3: Alkylation And Acylation Of Aromatic Rings: The Friedel–crafts Reaction
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 Provide mechanistic pathway for each step and the products based on the reagents selected. Diels Alders reactions to consider the formation of the products stated below. Product in step 1 is used for step 2. Product instep 2 is used for step 3. Indicate any required stereochemistry (E, Z, R, S).
Step 1: 3-bromo-3-methylbut-1-ene with sodium ethoxide
Step 2: addition of maleic anhydride and heat
Step 3: hydrogen gas bubbling with palladium metal 

Expert Solution
Step 1

We have to give the product of the each step with the mechanism.

The given steps are

  • Step 1: 3-bromo-3-methylbut-1-ene with sodium ethoxide
  • Step 2: addition of maleic anhydride and heat.
  • Step 3: hydrogen gas bubbling with palladium metal.

Introduction: Elimination reaction, Diels-Alder reaction, reduction reaction.

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