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4-Cyclohexyl-3-trifluoromethylbenzyl chloride is a synthetic compound that is widely used in various chemical reactions and applications.
The synthetic routes to this compound have been extensively studied and developed over the years, with many different methods being used to synthesize it.
In this article, we will discuss some of the most common synthetic routes to 4-cyclohexyl-3-trifluoromethylbenzyl chloride in the chemical industry.
One of the most common methods for synthesizing 4-cyclohexyl-3-trifluoromethylbenzyl chloride is through the reaction of 4-cyclohexylbenzene with trifluoroacetyl chloride in the presence of a Lewis acid catalyst such as aluminum chloride or sulfuric acid.
This reaction involves the Friedel-Crafts reaction of 4-cyclohexylbenzene with trifluoroacetyl chloride, which results in the formation of 4-cyclohexyl-3-trifluoromethylbenzene.
The double bond in the benzene ring is then reduced using a reducing agent such as lithium aluminum hydride or hydrogen in the presence of a catalyst such as palladium on barium oxide, resulting in the formation of 4-cyclohexyl-3-trifluoromethylbenzyl chloride.
Another common method for synthesizing 4-cyclohexyl-3-trifluoromethylbenzyl chloride is through the reaction of 4-cyclohexylbenzene with 3,3,3-trifluoro-2-thiophenecarboxyl chloride in the presence of a solvent such as dichloromethane and a Lewis acid catalyst such as aluminum chloride or iron(III) chloride.
This reaction involves the interaction of 4-cyclohexylbenzene with the carboxyl group of 3,3,3-trifluoro-2-thiophenecarboxyl chloride, resulting in the formation of an aryl sulfonate intermediate.
The sulfur atom in the sulfonate group is then reduced using a reducing agent such as hydrogen in the presence of a catalyst such as palladium on barium oxide, resulting in the formation of 4-cyclohexyl-3-trifluoromethylbenzene.
The benzene ring is then nitrated using nitric acid, resulting in the formation of 4-cyclohexyl-3-trifluoromethylbenzyl chloride.
In addition to the above methods, 4-cyclohexyl-3-trifluoromethylbenzyl chloride can also be synthesized through the reaction of 4-cyclohexylbenzene with 3,3,3-trifluoro-2-methylthiophene-2-carbaldehyde in the presence of a solvent such as dichloromethane and a Lewis acid catalyst such as aluminum chloride or iron(III) chloride.
This reaction involves the interaction of 4-cyclohexylbenzene with the carbonyl group of 3,3,3-trifluoro-2-methylthiophene-2-carbaldehyde, resulting in the formation of an aryl aldehyde intermediate.
The aldehyde group is then reduced using a reducing agent such as lithium aluminum hydride, resulting in the formation of 4-cyclohexyl-3-trifluoromethylbenzene.
The benzene ring is then nitrated using nitric acid, resulting in the formation of 4-cyclohexyl-3-trifluoromethylbenzyl chloride.
Overall, the synthetic routes to 4-cyclohexyl-3-trifluoromethylbenzyl chloride involve a variety of chemical reactions and methods, with different synthetic routes being used depending on the specific application and desired product properties.
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