In connection with pharmacological properties ascribed to the seeds of Celastrus paniculatus Willd. (Hindi: Malkanguni), a plant mentioned in old Indian medical literature, the composition of the components of these seeds has been studied. In 1938, Gunde and Hilditch 1) investigated the fat of the aril-free seeds of Celastrus paniculatus and, by extraction with 80% MeOH aq., segregated it into glYceride and non glyceride fractions. From the latter fraction, these authors isolated, after saponification and acetylation of the neutral part, a resinous product which on the basis of element analysis , was considered to be the tetra-acetate of a tetrahydroxylic alcohol with an approximate composition ClSH2SOS. The nature of this compound(s), however, could not be defined. Some years ago, a more detailed investigation of this polyalcohol mixture was undertaken, independently, by two different groups, in Indiaa) and in the Nether-lands3). We find that several polyhydric alcohols are present and now report on the structure of one of the major constituents.

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Summary A series of methyl esters of fatty acids were reacted with N‐bromosuccinimide, and the products were dehydrobrominated by heating. In the reaction of metyyl erucate and methyl oleate with equivalent amounts of N‐bromosuccinimide, bromination occurred in the allylic position farthest from the carboxyl group. Products of dehydrobromination contained 30–40% conjugated dienoic acids. Use of excess N‐bromosuccinimide led to production of both diene and triene conjugation. Products from mono‐acetylenic fatty acids had a double bond conjugated to the triple bond initially present. The product from methyl 9∶12‐linoleate was a complex mixture having diene, triene, and tetraene conjugation. Mustard seed, peanut, olive, karanja, neem, tobacco seed, and safflower oils were reacted with N‐bromosuccinimide. The bromo derivatives could not be satisfactorily dehydrobrominated by heat alone; heating in pyridine, quinoline, or 2∶4∶6‐collidine was more effective. The products from safflower and tobacco seed oils partially gelled during the process. The films of all the treated oils dried in wrinkled patterns.

Das aus o‐Xylol (I) durch Bromierung mit N‐Bromsuccinimid (II) hergestellte Brommethyltoluol (III) wird mit Natriumdiäthylmalonat (IV) kondensiert und mit Hilfe von Natriumhydrid und Methyljodid in den α‐Methyl‐(o‐xylyl)‐malonsäurediäthylester (VI) umgewandelt.