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Migration of an Acyl group in glycerol derivatives: III. An investigation of Fischer's method for the preparation of αγ-diglycerides

✍ Scribed by M. A. Hoefnagel; H. de Iongh; W. Maassen van Den Brink; R. E. Schuil; P. E. Verkade

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 684 KB
Volume: 81
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19620810109

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✦ Synopsis

Abstract

Heating of a monoacid diacylglycerol‐α‐iodohydrin or diacylglycerol‐β‐iodohydrin with silver nitrite or silver nitrate in a mixture of alcohol and water leads to an (equilibrium) mixture of the corresponding αβ‐and αγ‐diglycerides. Preparation of a monoacid αγ‐diglyceride in a good yield by this method, which is due to E. Fischer, is possible only if the acyl group of the diacylglycerol‐iodohydrin has a strong tendency towards migration in acid medium, thus, for instance, if it is a fatty acid radical.

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