Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.