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The Formation of Intermediate Lactones During Aminolysis of Diethyl Xylarate
Titel:
The Formation of Intermediate Lactones During Aminolysis of Diethyl Xylarate
Auteur:
Hoagland, Peter D. Pessen, Helmut Mcdonald, George G.
Verschenen in:
Journal of carbohydrate chemistry
Paginering:
Jaargang 6 (1987) nr. 3 pagina's 495-499
Jaar:
1987-09-01
Inhoud:
The aminolysis of diethyl xylarate was found to proceed through intermediate lactones. In dimethyl sulfoxide at 30°C in the presence of etha-nolamine/ the 1,5-diester is rapidly converted into ethyl d, l-xylaro-1,4-lactone, which reacts with the primary amine to give ethyr N-(2-hydroxyech-yl)-d, l-xylaramide. This compound then forms N-(2-hydroxyethyl)-d, l-xylara-mide-2T5-lactone, which in turn reacts with ethanolamine to produce the final product, N,N'-bis-(2-hydroxyethyl)-d-l-xylaramide. This sequence of reactions was established by 13C NMR spectroscbpy.
Uitgever:
Taylor & Francis
Bronbestand:
Elektronische Wetenschappelijke Tijdschriften
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