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Preparation of nicotinic-5-2H acid from 5-bromonicotinic acid

✍ Scribed by Brian R. Clark

Publisher
John Wiley and Sons
Year
1976
Tongue
French
Weight
257 KB
Volume
12
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Methyl nicotinate‐5‐^2^H was prepared in dry tetrahydrofuran by palladium‐catalyzed deuterolysis of methyl 5‐bromonicotinate. Acid hydrolysis of the crude reaction mixture resulted in a 92% yield of deuterium‐labeled nicotinic acid of which 80 mole% was nicotinic‐5‐^2^H acid and 12 mole% was nicotinic‐5‐^2^H acid containing an additional deuterium atom elsewhere in the molecule. The structure assignment was based on the results of nuclear magnetic resonance spectroscopy, mass spectroscopy, ultraviolet spectroscopy, and elemental analysis.

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