Answered: H3C NH- lidocaine

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter22: Proteins

Section: Chapter Questions

Problem 22.86P

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Question

Show how lidocaine, one of the most widely used injectable anesthetics, can be prepared from benzene and compounds containing no more than four
carbons.

Expert Solution

Step 1

Lidocaine preparation can be done from benzene in the following steps-

Step 1: Nitration reaction of Benzene in presence of HNO₃ and H₂SO₄.

Step 2: Reduction of nitro-product by using Palladium as a catalyst.

Step 2

Step 3: Further reacting product with acyl chloride as shown below.

Step 4: Sulphonation of the product in step 3 and followed by Friedel craft alkylation reaction in excess of CH₃Cl as shown below.

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