FIELD: tobacco industry.
SUBSTANCE: invention relates to a method for producing chiral synthetic nicotine. The method includes the following stages: stage S1 of condensation of nicotinic acid ester and γ-butyrolactone under the action of alkaline condensate in organic solvent I to obtain the first mixture; stage S2 of the cycle opening reaction in the first mixture obtained at stage S1 by adding an acidic substance to obtain the second mixture; stage S3 of the isolation of 4-chloro-1-(3-pyridine)-1-butanone from the second mixture obtained at stage S2, the reaction with chiral tert-butanesulfinamide to obtain chiral N-[-(4-chloro-1-(pyridine-3-yl)butylidene)-2-methylpropane-2-sulfinamide; stage S4 of the reaction of chiral N-(4-chloro-1-(pyridine-3-yl)butylidene)-2-methylpropane-2-sulfinamide with a reducing agent, then cyclization under the action of hydrogen halide to produce chiral demethylated nicotine and stage S5 of the methylation of amine of chiral demethylated nicotine with obtaining chiral nicotine.
EFFECT: invention makes it possible to increase the yield and purity of chiral synthetic nicotine and reduce its cost.
10 cl, 5 tbl, 16 ex
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Authors
Dates
2022-09-21—Published
2021-08-16—Filed