The Synthetic Routes of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE is an important intermediate in the synthesis of various pharmaceuticals, dyes, and other chemical products.
The demand for this intermediate has been increasing in recent years, and as a result, various synthetic routes have been developed to synthesize it.

One of the most commonly used synthetic routes for the synthesis of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE is through the Raumeyer-Backens reaction.
In this reaction, 3,4-dihydroisoquinoline-2(1H)-carboxaldehyde is treated with benzyl bromide and sodium hydroxide in the presence of a base catalyst, such as sodium carbonate or sodium hydrogen carbonate.
The reaction proceeds through a series of intermediate steps, including the formation of the enolizable aldehyde and the enol alcohol, before finally forming the TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE.

Another synthetic route for the synthesis of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE is through the reduction of 3,4-dihydroisoquinoline-2(1H)-carboxylic acid using hydrogen in the presence of a metal catalyst, such as palladium on barium carbonate.
This route involves several steps, including the formation of the metal carboxylate, the reduction of the metal carboxylate to the metal hydride, and the reduction of the metal hydride to the metal alcohol, before finally forming the TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE.

A third synthetic route for the synthesis of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE is through the halogenation of 3,4-dihydroisoquinoline-2(1H)-carboxaldehyde using chlorine or bromine in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
This route involves several steps, including the formation of the corresponding carboxyl chloride or carboxyl bromide, the dehydration of the carboxyl halide to form the corresponding carboxylic acid, and finally the formation of the TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE.

Overall, the synthetic routes for the synthesis of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE are varied and can be tailored to specific synthetic applications.
The Raumeyer-Backens reaction is a convenient and widely used method for synthesizing this intermediate, while the reduction and halogenation methods offer additional synthetic options.
The choice of synthetic route depends on factors such as cost, availability of reagents, and the desired purity of the final product.
Regardless of the synthetic route chosen, the TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE serves as a