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The Production Process of 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine in the Chemical Industry: An Overview
2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine is a highly sought-after material in the chemical industry due to its unique properties and wide-ranging applications.
The production process of this compound, also known as BCBP, involves several steps that must be carefully controlled to ensure the quality and purity of the final product.
In this article, we will provide a detailed overview of the production process of 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine, including the key steps involved and the factors that must be considered at each stage of the process.
Step 1: Synthesis of 2,6-dibromopyridine
The production of 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine begins with the synthesis of 2,6-dibromopyridine, which is a key intermediate in the production process.
This compound can be synthesized using several methods, including the Suzuki reaction and the Stille reaction.
In the Suzuki reaction, a boronic acid and a halogenated pyrimidine are reacted in the presence of a metal catalyst, such as palladium, to form a boronate ester.
This compound is then reduced to form 2,6-dibromopyridine.
In the Stille reaction, a halogenated pyridine and a organozinc halide are reacted in the presence of a metal catalyst, such as copper, to form 2,6-dibromopyridine.
Step 2: Synthesis of 3-(9H-carbazol-9-yl)phenylboronic Acid
Once 2,6-dibromopyridine has been synthesized, it can be converted into 3-(9H-carbazol-9-yl)phenylboronic acid, another key intermediate in the production process.
This compound can be synthesized using methods such as the PBu3Nh2 reaction and the Ball-Edwards reaction.
In the PBu3Nh2 reaction, 2,6-dibromopyridine is reacted with phenylboric acid and triphenylphosphine in the presence of a base, such as sodium hydroxide, to form 3-(9H-carbazol-9-yl)phenylboronic acid.
In the Ball-Edwards reaction, 2,6-dibromopyridine is reacted with 9-bromocarbazole in the presence of a metal catalyst, such as tetrabutylammonium fluoride, to form 3-(9H-carbazol-9-yl)phenylboronic acid.
Step 3: Synthesis of 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine
Finally, 3-(9H-carbazol-9-yl)phenylboronic acid is converted into 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine through a process known as Suzuki-Miyaura coupling reaction.
This reaction involves the coupling of 3-(9H-carbazol-9-yl)phenylboronic acid and 2,6-pyridine in the presence of a metal catalyst, such as palladium, and a base, such as sodium carbonate.
The reaction is typically carried out in an inert solvent, such as toluene, at a temper