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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Practical Bromination Approach to the Synthesis of Dimethyl 6,6’- Bis(bromomethyl)-[2,2’-bipyridine]-4,4’-dicarboxylate

Author(s): Wenhua Ou*, Ruonan Liu and Bo Wang

Volume 16, Issue 12, 2019

Page: [948 - 950] Pages: 3

DOI: 10.2174/1570178616666190123120645

Price: $65

Abstract

Dimethyl 6,6’-bis(bromomethyl)-[2,2’-bipyridine]-4,4’-dicarboxylate (2) was synthesized from dimethyl 6,6’-dimethyl-2,2'-bipyridine-4,4'-dicarboxylate (1) through dibromination and debromination. Debromination of dimethyl 6,6’-bis(dibromomethyl)-[2,2’-bipyridine]-4,4’-dicarboxylate (4) with diethyl phosphite and N,N-diisopropylethylamine in THF afforded target product 2 in 58% overall yield. The biggest advantage of the presented method is to avoid so much impurities and the difficulty of purification in the direct bromination method reported previously.

Keywords: Bromination, photophysical, polybrominated, recrystallization, dibromination, debromination.

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