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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   Pages 1 - 3 ( 3 )

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:

Dimethyl 6, 6’-bis(bromomethyl)-[2, 2’-bipyridine]-4, 4’-dicarboxylate , Dibromination , Debromination

Affiliation:

School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai, 200235, School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai, 200235, School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai, 200235



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