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An Improved Liquid-Phase Synthesis of Simple Alkylpyridines

✍ Scribed by J. Ian Grayson; Rolf Dinkel

Book ID
102856778
Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
687 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The synthesis of pyridines from mixtures of aldehydes or ketones NH~3~ in the liquid phase has been reinvestigated, using continuous dosage of the carbonyl components to the reaction mixture. The main product from the reaction of acetaldehyde and formaldehyde is 3‐methylpyridine (6), which is also the main product from the reaction of acrolein or a mixture of crotonaldehyde and formaldehyde under the same conditions. The reaction of other aldehydes with formaldehyde give 3,5‐dialklypyridines, e.g. 10, 16. Acetone reacts with either formaldehyde or acetaldehyde to give polysubstituted alkylpyridines. A mechanistic pathway is proposed which accounts for the formation of the observed products.

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Photochemical generation of aliphatic ra
Photochemical generation of aliphatic radicals from benzophenone oxime esters: simple synthesis of alkylbenzenes and alkylpyridines
✍ Masato Hasebe; Takashi Tsuchiya 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 209 KB

Photolysis of benzophenone oxime esters, prepared with aliphatic carboxylic acids and benzophenone oxime, in benzene and pyridine generates various primary, secondary and tertiary aliphatic radicals selectively, and corresponding alkylbenzenes and alkylpyridines are produced in good yields, respecti