1. By the action of pyridine-propionic anhydride on some oximes of monosaccharides a series of propionylated nitriles of aldonic acids have been prepared. 2. The oximes employed reacted with preference in an aldo form, as shown by the high yields of nitriles obtained. l-Rhamnose oxime reacted only in the aldo form. 3. Degradation of the nitriles with ammonia-silver oxide gave the usual dipropionamide derivative of the lower sugar. 4. Molecular distillation was found to be a good method for the purification of the propionylated nitriles of aldonic acids. Acetylated nitriles can be sublimed without decomposition, but the benzoylated nitriles, while distillable, are partially decomposed. © 1950, American Chemical Society. All rights reserved.
Documento: | Artículo |
Título: | The preparation and degradation of some propionylated nitriles of aldonic acids |
Autor: | Deulofeu, V.; Giménez, F. |
Filiación: | Laboratorio de Química Orgánica, Facultad de Ciencias Exactas, Físicas, y Naturales, The Instituto De Fisiología, Factjltad De Ciencías Médicas, Buenos Aires, Argentina |
Año: | 1950 |
Volumen: | 15 |
Número: | 3 |
Página de inicio: | 460 |
Página de fin: | 465 |
DOI: | http://dx.doi.org/10.1021/jo01149a003 |
Título revista: | Journal of Organic Chemistry |
Título revista abreviado: | J. Org. Chem. |
ISSN: | 00223263 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v15_n3_p460_Deulofeu |