A method for preparing racemic nicotine and a method for resolving levorotatory nicotine

Racemic nicotine was synthesized by preparing enamine intermediates and ammonium salts, and then L-(-)-dibenzoyl tartaric acid was used to resolve L-nicotine. This method solved the problems of expensive reagents and long reaction cycles in the existing technology, and realized low-cost, high-efficiency industrial production and high-yield preparation of L-nicotine.

CN117362270BActive Publication Date: 2026-06-02HUBEI HENO BIOLOGICAL ENG CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
HUBEI HENO BIOLOGICAL ENG CO LTD
Filing Date
2022-07-01
Publication Date
2026-06-02

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Abstract

This invention belongs to the field of organic synthesis technology, specifically relating to a method for preparing racemic nicotine and a method for resolving levorotatory nicotine. The method for preparing racemic nicotine includes the following steps: First, a Grignard reagent is prepared using 3-bromopyridine and magnesium as raw materials; then, N-methylpyrrolidone is added to the Grignard reagent for a condensation reaction. After the reaction, an enamine intermediate is obtained, followed by the addition of an acid to obtain an ammonium salt; finally, the obtained ammonium salt is reacted under the action of a reducing agent to prepare racemic nicotine. Levorotatory nicotine is obtained by resolving and recrystallizing racemic nicotine with L-(-)-dibenzoyl tartaric acid in a mixed solvent of methanol and isopropanol through two stages. The method for preparing racemic nicotine using this invention uses inexpensive starting materials, has mild reaction conditions, and yields a high product yield. Furthermore, the method for resolving levorotatory nicotine in this invention involves fewer chiral resolution steps, achieves good resolution, and is suitable for industrial-scale production.
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