FIELD: pharmaceutical industry.
SUBSTANCE: present invention relates to a method for the preparation of L-fenchone anils, which may be of interest as precursors of antiviral agents. The method consists in the interaction of fenchone and an aniline derivative during boiling in the presence of a titanium (IV) derivative, while trifluoromethane sulfonic acid is additionally used in the process, tetraisopropyl ortho-titanate is used as a titanium (IV) derivative, the interaction of L-fenchone, aniline derivative and tetraisopropyl ortho-titanate is carried out in a molar ratio of 1:1.1:0.825 at 175-180°C until the calculated amount of isopropanol is almost completely removed, after which the reaction mixture is cooled to room temperature and treated with methyl tert-butyl ether, the acid is neutralized with a saturated solution of sodium bicarbonate, the titanium oxide precipitate is separated from the organic layer by filtration, the organic layer is washed with a saturated aqueous solution of sodium chloride, filtered through a thin layer of silica gel for thin-layer chromatography, the solvent is removed, and the cubic residue is fractionated in vacuum.
EFFECT: proposed method makes it possible to get the target products with a good yield and purity, using a simplified technology.
1 cl, 5 ex
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Authors
Dates
2021-07-16—Published
2020-12-11—Filed