22083-74-5Relevant articles and documents
On the biosynthesis of nicotine
Schütte,Maier,Stephan
, p. 1426 - 1429 (1968)
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Alworth et al.
, p. 1608 (1964)
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Leete
, p. 1091 (1972)
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The preparation of tobacco constituents incorporating stable isotopes. I. The synthesis of d,l-nornicotine-1'-15N and d,l-nicotine-11-15N
Edwards III,Glenn,Green,Newman
, p. 255 - 261,259,260 (1978)
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Synthesis method of (R, S-) nicotine
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Paragraph 0046-0047, (2021/05/05)
The invention belongs to the technical field of medical intermediates, and particularly relates to a synthesis method of (R, S-) nicotine. The method comprises the following steps: (1) taking methyl nicotinate and N-butenyl pyrrolidone as raw materials, and preparing N-butenyl-3-benzoyl-1-pyrrolidone through a condensation reaction; (2) after the reaction is finished, carrying out hydrolysis reaction, cooling, adjusting the pH value to be alkaline, extracting, separating out an organic phase, concentrating and distilling to obtain an enamine intermediate; and (3) carrying out a reduction reaction on the enamine intermediate under illumination with the wavelength of 200-400nm by using a metal oxide or a complex as a reduction catalyst to obtain the target product (R, S-) nicotine. According to the method, use of the metal catalyst is innovatively proposed, reaction is initiated by illumination with specific wavelength to prepare the (R, S-) nicotine, and the method is simple and convenient to operate, high in yield, low in cost and suitable for industrial large-scale production.
Racemization method and application of pyridine derivative
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Paragraph 0026-0027, (2021/01/12)
The invention belongs to the field of medicines, and particularly relates to a racemization method and application of a pyridine derivative. The method comprises the following steps: carrying out a racemization reaction on the pyridine derivative shown in the following formula I under the action of alkali and a phase transfer catalyst, and carrying out post-treatment to obtain a pyridine derivative racemate, wherein the formula I is shown in the specification. In the formula I, n is selected from -3, -2, -1, 0, 1, 2 and 3, and R represents hydrogen or a C1-C7 carbon-containing group. The alkali is at least one selected from potassium hydroxide, sodium hydroxide and alkali metal alkoxide. The phase transfer catalyst is selected from 18-crown 6-ether, 18-crown 6-ether derivatives, 15-crown 5-ether and 15-crown 5-ether derivatives. A reaction temperature is 20 DEG C to 200 DEG C. The racemization method of the pyridine derivative provided by the invention has the advantages of mild conditions, high racemization speed, few side reactions, high yield, low cost and high practical value, and is suitable for large-scale industrial production and application.
Preparation method of artificially synthesized (R, S)-nicotine salt
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Paragraph 0050; 0054-0055; 0064-0066; 0070-0072; 0075-0077, (2021/06/02)
The invention discloses a preparation method of artificially synthesized (R, S)-nicotine salt. The method comprises: S1, taking 4-methylamino-1-(3-pyridine)-butanone hydrochloride and an alkaline substance, and carrying out a reaction at a temperature of -5-5 DEG C; S2, concentrating a reactant in the step S1, and adding a first refining solvent for refining, so as to obtain 1-methyl-2-(3-pyridine)-2-pyrrolidinol; S3, taking 1-methyl-2-(3-pyridine)-2-pyrrolidinol, adding a reducing agent, and carrying out a reaction at the temperature of 15-35 DEG C; and S4, concentrating the reactant in the step S3, adding a second refining solvent for refining, and then adding acid for reaction to obtain the artificially synthesized (R, S)-nicotine salt. The invention innovatively provides a two-step method for synthesizing the (R, S)-nicotine salt, and the prepared (R, S)-nicotine salt does not contain any other harmful tobacco compounds, has the advantages of simple process and high purity, and is suitable for industrial large-scale production.