CN110642775A - Synthesis method of dimethylpiperidine - Google Patents
Synthesis method of dimethylpiperidine Download PDFInfo
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- CN110642775A CN110642775A CN201810676458.7A CN201810676458A CN110642775A CN 110642775 A CN110642775 A CN 110642775A CN 201810676458 A CN201810676458 A CN 201810676458A CN 110642775 A CN110642775 A CN 110642775A
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- dimethylpiperidine
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- synthesizing
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- organic solvent
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/12—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with only hydrogen atoms attached to the ring nitrogen atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
The invention discloses a method for synthesizing dimethylpiperidine, which comprises the steps of adding 3, 5-dimethylpyridine into an autoclave, adding an organic solvent and a quantitative catalyst, heating to 90 ~ 160 ℃, pressurizing to 3MPa ~ 10MPa, and introducing hydrogen for reduction.
Description
Technical Field
The invention belongs to the technical field of compound synthesis, and particularly relates to a method for synthesizing dimethylpiperidine.
Background
The 3, 5-dimethylpiperidine is an important raw material for synthesizing a macrolide novel antibiotic tilmicosin, and is used as a medicine intermediate, wherein the cis-structure accounts for 85% and the trans-structure accounts for 15% of the main requirements of the 3, 5-dimethylpiperidine. The method of hydrogenation reduction by 3, 5-dimethylpyridine is the best way to obtain 3, 5-dimethylpiperidine in large quantity.
Disclosure of Invention
The invention aims to provide a method for synthesizing lutidine, which has simple and practical process, convenient operation and high yield.
The method is realized by the following technical scheme that 3, 5-dimethylpyridine is added into an autoclave, an organic solvent and a quantitative catalyst are added, the temperature is increased to 90 ~ 160 ℃ and 160 ℃, the pressure is increased to 3MPa ~ 10MPa, and hydrogen is introduced for reduction to obtain the catalyst
The organic solvent in the invention is any one of methanol, ethanol or tetrahydrofuran.
The invention has the beneficial effects that: the method has the advantages of simple and practical process, convenient operation, high yield, no toxicity and harmlessness, suitability for enterprise production, great reduction of enterprise production cost, and molar yield up to more than 85%.
Detailed Description
Example 1
100ml of methanol is put into a 200ml autoclave, 10ml of 3, 5-dimethylpyridine is added, 0.5g of Pd/C catalyst is added, the temperature is raised to 140 ℃, hydrogen is introduced, the pressure is increased to 9Mpa until hydrogen absorption is finished, the temperature is kept for 5 hours for reaction, the reaction solution is cooled, filtered, and rectified to obtain the 3, 5-dimethylpiperidine, and the cis structure is 87 percent by gas phase detection.
Example 2
100ml of ethanol is put into a 200ml autoclave, 10ml of 3, 5-dimethylpyridine is added, 0.5g of Pd/C catalyst is added, the temperature is raised to 150 ℃, hydrogen is introduced, the pressure is increased to 9.5Mpa until hydrogen absorption is finished, the temperature is kept for 5 hours for reaction, the reaction solution is cooled, filtered, the reaction solution is rectified to obtain 3, 5-dimethylpiperidine, and the cis structure is 90 percent by gas phase detection.
Claims (2)
1. A method for synthesizing dimethyl piperidine is characterized in that 3, 5-dimethyl pyridine is added into an autoclave, an organic solvent and a quantitative catalyst are added, the temperature is increased to 90 ~ 160 ℃ and the pressure is increased to 3MPa ~ 10MPa, and hydrogen is introduced for reduction to obtain the dimethyl piperidine.
2. The method for synthesizing dimethylpiperidine according to claim 1, wherein: the organic solvent is any one of methanol, ethanol or tetrahydrofuran.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810676458.7A CN110642775A (en) | 2018-06-27 | 2018-06-27 | Synthesis method of dimethylpiperidine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810676458.7A CN110642775A (en) | 2018-06-27 | 2018-06-27 | Synthesis method of dimethylpiperidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110642775A true CN110642775A (en) | 2020-01-03 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810676458.7A Pending CN110642775A (en) | 2018-06-27 | 2018-06-27 | Synthesis method of dimethylpiperidine |
Country Status (1)
| Country | Link |
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| CN (1) | CN110642775A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372262A (en) * | 2021-06-08 | 2021-09-10 | 安徽星宇化工有限公司 | Preparation method of trans-3, 5-dimethylpiperidine |
-
2018
- 2018-06-27 CN CN201810676458.7A patent/CN110642775A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372262A (en) * | 2021-06-08 | 2021-09-10 | 安徽星宇化工有限公司 | Preparation method of trans-3, 5-dimethylpiperidine |
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Legal Events
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| PB01 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20200103 |