The Synthetic Routes of 1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane

The Path to Synthesizing 1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane: A Comprehensive Overview

Introduction
In the field of organic chemistry, the synthesis of new compounds is a constant pursuit.
The development of novel synthetic methods and the search for new substrates continue to drive the field forward.
1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane is a recently synthesized compound with potential applications in a variety of fields, including materials science and pharmaceuticals.
In this article, we will take a comprehensive look at the various synthetic routes that have been developed to synthesize this compound.

Background
1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane is a unique compound with a unique structure.
It consists of a cyclohexane ring with two phenyl groups attached to it, with one of the phenyl groups bearing two di-4-tolylamino groups.
The compound has two possible isomers, which differ in the position of the two phenyl groups on the cyclohexane ring.
The synthesis of this compound is a challenging task, as it involves the formation of several new bonds and the manipulation of multiple functional groups.

Older Synthetic Routes
One of the earliest synthetic routes to 1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane involved the condensation of di-4-tolylamine with phenyl cyclohexane-1,2-dicarboxylate.
The reaction was carried out in the presence of a base, such as sodium hydroxide, to generate the corresponding amide.
The amide was then hydrolyzed using sodium hydroxide to generate the carboxylic acid.
Finally, the carboxylic acid was condensed with another molecule of phenyl cyclohexane-1,2-dicarboxylate, and the resulting product was hydrolyzed to yield the desired compound.

Newer Synthetic Routes
In recent years, new synthetic routes to 1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane have been developed.
One such route involves the reaction of di-4-tolylamine with a halogenated derivative of phenyl cyclohexane-1,2-dicarboxylate.
The reaction is carried out in the presence of a Lewis acid catalyst, such as aluminum chloride, to generate the corresponding amide.
The amide is then reduced using hydrogen in the presence of a noble metal catalyst, such as palladium on barium oxide, to generate the corresponding alcohol.
Finally, the alcohol is converted into the desired compound using a basic reagent, such as sodium hydroxide.

Another recent synthetic route involves the condensation of di-4-tolylamine with phenyl cyclohexane-1,2-diamine.
The reaction is carried out in the presence of a condensation agent, such as dicyclohexylcarbodiimide, to generate the corresponding amide.
The amide is then hydrolyzed using sodium hydroxide to generate the carboxylic acid.
Finally, the carboxylic acid is condensed with another molecule of phenyl cyclohexane-1,2-diamine, and the resulting product is hydrolyzed to yield the desired compound.

Advantages and Limitations of the Synthetic Routes
The various synthetic routes to 1,1′-Bis[(di-4-tolylamino)phenyl]cyclohexane each have their advantages and limitations.
The older routes, such as the condensation of di-4-tolylamine with phenyl cyclohexane-1,2-dicarboxylate, are relatively