Question

1JO PU O I OCULU. (a) Write the proposed (flawed) synthesis you were given for WP question 6. (b) Propose an alternate synthetic scheme that will provide the desired product from benzene.

The following flawed synthesis was given, and now it is asking for an alternate synthetic scheme that will provide the desired product from benzene.

Answer 1

The problem with this synthesis is that after Bromination , you have used Friedel Craft alkylation in which the intermediate is alkyl carbocation which can undergo rearrangement hence desired product can not be obtained

Instead use Friedel Craft acylation follwed by reduction of acyl group by wolff kischner reduction

O- Br2 , FeBrz CI AlCl3 here the intermediate is acylium ion Zn-Hg НСІ (Wolff Kischner reduction)

PLEASE LEAVE THE POSITIVE FEEDBACK IF YOU LIKE THE SOLUTION