Question

20. Starting from benzene or anisole and any other reagent of your choice, design a synthesis for each of the following compounds. (18 pts) 21. Predict the products from the Birch reductions shown below. (3 pts) Na GLO Bonus: (6 pts) Provide a synthesis for the target molecule using benzene. COH COH TM

Answer 1

a) The desired product can be formed using below Friedel-Crafts Alkylation condition:

b) Please find the below synthesis strategy for the product formation

AlCl3, Dichloroethane, reflux

FeCl3 NO2 DCE, reflux Sulfuric acid, Nitric acid Nitration Reduction Fe/NHACI Dioxane:H,0 reflux

c) Below is the scheme for the preparation of product

AICI: DCE, reflux Br2, CCIA reflux NHANH2. KOH, Ethylene glycol

21 ) The below is the birch reduction product

Page No De Barch Reduction I Na, M. & Chaos to H H Noz A DAMLA f sul takh product o n product - + No2 poodnet 4

Bonus) Synthesis of target compound

Synthesis strategy, Aldo at Uz Bola On Friedel Falls rea? cout sz Blher oxidation coon Sul I Sulfuric o acid. Cers TH02, Epoxidation Coon K to Target Leon