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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 17
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Original Articles

Controlled Synthesis of 2‐Acetyl‐6‐carbethoxypyridine and 2,6‐Diacetylpyridine from 2,6‐Dimethylpyridine

, , , &
Pages 2317-2324 | Received 09 Dec 2004, Published online: 18 Aug 2006
 

Abstract

The controlled syntheses of mono‐ and bis‐acetylpyridine from the same starting material (2,6‐dimethylpyridine) are reported, including the asymmetrical compound 2‐acetyl‐6‐carbethoxypyridine, which has not before been reported. The influences of the amount of catalyst EtONa and the reaction conditions to the final products are also explored. A modification of the reported preparation for the 2,6‐dipicolinic acid, 2,6‐dicarbethoxypyridine and 2,6‐diacetylpyridine with higher purity and improved yields is provided here, and the physical and spectral properties of these products are identical to those reported in the literature.

Acknowledgment

We are grateful to the Chinese Academy of Science, the Natural Science Foundation of China (No. 20371039), National Basic Research Program (the 973 Program, No. 2003CB214600), the Key Laboratory Research and Establishment Program of Shaanxi Education Section (No. 03JS006), and the Natural Science Foundation of Shaanxi Education Section (No. 04JK143) for financial support.

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