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Method for preparing nicotine

A nicotine and acid solution technology, applied in organic chemistry methods, organic chemistry and other directions, can solve the problems of low efficiency, difficult industrial production, low purity of S-nicotine, etc., and achieve the effect of high purity and high yield

Inactive Publication Date: 2020-04-14
SHENZHEN RELX TECH CO LTD
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  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

S-nicotine currently used in the market is mainly obtained through plant extraction, while racemic nicotine can only be obtained through artificial synthesis
The method of extracting S-nicotine from plants is inefficient and difficult to produce industrially
And the purity of S-nicotine obtained through plant extraction is low, which limits its clinical application

Method used

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  • Method for preparing nicotine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Synthesis of racemic nicotine

[0062] In a 10L reactor, 1.58kg (14mol 1.5eq) of potassium tert-butoxide, 1.85kg (8.43mol 0.9eq) of N-Cbz pyrrolidone, and 7.5L of tetrahydrofuran were successively put in, stirred for 15 minutes, and 1.29kg of methyl nicotinate ( 7.5 L of tetrahydrofuran solution (9.38 mol) was added dropwise into the reactor, and after the dropwise addition, the temperature was raised to 66° C. for reflux reaction, and the reaction time was 12 hours.

[0063] After the reaction was completed, it was lowered to room temperature, and then at room temperature, formic acid was added dropwise to neutralize the system until the pH of the system was 7, and tetrahydrofuran was recovered by rotary evaporation under reduced pressure to dryness to obtain the first solid mixture.

[0064] Subsequently, 5 L of 6M hydrochloric acid solution was added, the temperature was raised to 100° C., and a reflux reaction was carried out under stirring. The reaction time was ...

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Abstract

The invention relates to a method for preparing nicotine. The method comprises the following steps: (1) adding N-Cbz pyrrolidone, nicotinate, an alkaline catalyst and a reaction solvent into a reaction container, carrying out a reaction, quenching until the system is neutral, and removing the reaction solvent to obtain a first solid mixture; (2) adding the first solid mixture into an acidic solution, and carrying out a reflux reaction to obtain a second reaction mixture; and (3) adding formic acid or formate solid and a formaldehyde solution into the second reaction mixture, reacting, and purifying the product to obtain racemic nicotine. The preparation method disclosed by the invention has high yield, and the prepared racemic nicotine and the S-nicotine have high purity.

Description

technical field [0001] The present application relates to a process for the preparation of nicotine. Background technique [0002] Clinical studies have proved that nicotine is expected to become a drug for the treatment of Alzheimer's disease, depression and other diseases. Racemic nicotine has similar pharmacological effects to natural nicotine (S-nicotine). S-nicotine currently used in the market is mainly obtained through plant extraction, while racemic nicotine can only be obtained through artificial synthesis. The method for extracting S-nicotine from plants is inefficient and difficult for industrial production. Moreover, the purity of S-nicotine obtained through plant extraction is low, which limits its clinical application. [0003] Therefore, there is a need for a preparation method of racemic nicotine and S-nicotine with higher efficiency and higher product purity. Contents of the invention [0004] According to one aspect of the present application, the pre...

Claims

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Application Information

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IPC IPC(8): C07D401/04
CPCC07B2200/07C07D401/04
Inventor 李锐姜兴涛许静吴泽宏
Owner SHENZHEN RELX TECH CO LTD
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