FIELD: chemistry.
SUBSTANCE: method of obtaining p-iodophenylfatty acids includes obtaining an intermediate product with the following introduction of a iodine atom, where at the first stage obtained is a iodonium salt based on phenylfatty acid and diacetoxyiodinebenzol in a medium of acetic acid and in the presence of sulphuric acid, at a temperature of loading of initial compounds of 0-5°C and the following temperature of carrying out reaction of 20-28°C, obtaining of the iodonium salt is carried out with a molar ratio of phenylfatty acid and diacetoxyiodinebenzol (DIB) 1:1.1, with mixing for 5 hours, the iodonium salt is separated in the form of poorly soluble in water iodonium iodide, for this purpose a water solution of potassium iodide is added to a reaction mixture, a sediment of iodonium iodide released after it is separated by filtering, then the iodonium salt is decomposed by boiling in toluol, a conclusion about the end of decomposition is made by dissolution of iodonium salt crystals, insoluble in toluol, after that, in order to separate p-iodophenylfatty acid, a solution of NaHCO3 is added in the reaction mass, a water phase is separated, acidated with sulphuric acid, p-iodophenylfatty acid is extracted with ethylacetate, an ethylacetate fraction is dehydrated with water-free Na2SO4, a solvent is distillated under vacuum and p-iodophenylfatty acid is obtained. The method makes it possible with 100% para-selectivity to introduce an atom of iodine in a para-position of an aromatic ring of phenylfatty acid, excluding formation of ortho-isomer and obtain para-iodophenylfatty acids.
EFFECT: method is simple, without application of highly toxic and expansive compounds, and makes it possible to obtain p-iodophenylfatty acids with the high output, is promising for production in an industrial quantity.
4 cl, 3 dwg, 7 ex
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Authors
Dates
2014-07-20—Published
2013-04-09—Filed