What if I did the following steps for a mechanism: 1) nitration of benzene 2) clemmenson reduction from NO2 to NH2 3) friedel-crafts alkylation to add CH3 on the para side Would this give a better yield then doing friedel-crafts alkylation and then the nitration/reduction steps? The original sequence of events would give ~36% yield, but not sure about the second sequence.

What if I did the following steps for a mechanism: 1) nitration of benzene 2) clemmenson reduction from NO2 to NH2 3) friedel-crafts alkylation to add CH3 on the para side Would this give a better yield then doing friedel-crafts alkylation and then the nitration/reduction steps? The original sequence of events would give ~36% yield, but not sure about the second sequence.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.45P: Following is a retrosynthetic scheme for the synthesis of the tricyclic diene on the left. Show how...

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