CN111517988A - Synthesis process of ethyl 2, 3-dicyanopropionate - Google Patents
Synthesis process of ethyl 2, 3-dicyanopropionate Download PDFInfo
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- CN111517988A CN111517988A CN202010491388.5A CN202010491388A CN111517988A CN 111517988 A CN111517988 A CN 111517988A CN 202010491388 A CN202010491388 A CN 202010491388A CN 111517988 A CN111517988 A CN 111517988A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/16—Preparation of carboxylic acid nitriles by reaction of cyanides with lactones or compounds containing hydroxy groups or etherified or esterified hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
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Abstract
A process for synthesizing 2, 3-dicyanopropionic acid ethyl ester includes such steps as adding dimethyl formamide and sodium cyanide to dissolving kettle, high-speed stirring, synthesizing with dimethyl formamide and paraformaldehyde, dropping ethyl cyanoacetate, stirring, laying aside for layering, continuously distilling the layered water layer, and rectifying the organic layer in rectifying kettle to obtain the product of 2, 3-dicyanopropionic acid ethyl ester. The invention has reasonable process, less produced hazardous waste and high yield, the waste water is distilled under reduced pressure and then rectified by the rectifying still to recover the raw material, thus saving the production cost, and the residual waste water is further treated, reducing the discharge of waste water and protecting the environment.
Description
Technical Field
The invention relates to the technical field of chemical industry, in particular to a synthesis process of ethyl 2, 3-dicyanopropionate.
Background
At present, the yield of chemical products such as medicines, pesticides and the like in China is continuously and stably increased all the time, so that the continuous and stable increase of synthetic intermediates is driven, the market demand of the intermediates is further expanded, the temperature of a reaction system is controlled to be higher to 20-30 ℃ in the original synthesis process of the ethyl 2, 3-dicyanopropionate, side reactions are more in the reaction process, materials are easy to polymerize, and the generated hazardous wastes are more and the yield is low.
Disclosure of Invention
The invention aims to provide a synthesis process of 2, 3-dicyanopropionic acid ethyl ester, which aims to solve the problems in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme: a synthesis process of ethyl 2, 3-dicyanopropionate comprises the following steps:
1) adding 50-80 parts of dimethylformamide and 40-45 parts of sodium cyanide into a dissolving kettle, and stirring at a high speed to obtain suspended matters;
2) adding 160-180 parts of dimethylformamide and 25-30 parts of paraformaldehyde into a synthesis reaction kettle, adding the prepared suspended substance obtained in the step 1), heating and refluxing for 2 hours, cooling to 30 ℃, starting to dropwise add 80-100 parts of ethyl cyanoacetate, keeping the dropwise adding temperature at 28-31 ℃, and keeping the temperature at 30 ℃ for 4 hours; after the reaction is finished, cooling to 0 ℃, neutralizing to be neutral by using hydrochloric acid, adding 80-100 parts of water, stirring, standing and layering;
3) extracting the water layer separated by layers for 3 times by 200-220 parts of 1, 2-dichloroethane, separating the water layer and the organic layer, recovering the 1, 2-dichloroethane from the water layer by distillation, and feeding the separated organic layer into a rectifying still;
4) washing the layered organic layer once by 20-40 parts of water, continuously standing for layering, allowing the layered organic layer to enter a rectifying still, and allowing the layered water layer to enter wastewater treatment;
5) and 3) pumping the organic layer obtained in the step 4) into a rectifying still for vacuum distillation, and taking a fraction at 150-154 ℃ to obtain a light yellow oily liquid with the content of 98.5%, namely ethyl 2, 3-dicyanopropionate.
Preferably, the proportion of parts extracted 3 times by using 1, 2-dichloroethane in the step 3) is 8: 8: 5.
preferably, the water layer removed in the step 3) is distilled to a rectifying still under reduced pressure and then rectified to obtain the dimethylformamide.
The invention has reasonable process, less produced hazardous waste and high yield, the waste water is distilled under reduced pressure and then rectified by the rectifying still to recover the raw material, thus saving the production cost, and the residual waste water is further treated, reducing the discharge of waste water and protecting the environment.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
A synthesis process of ethyl 2, 3-dicyanopropionate comprises the following steps:
1) adding 50 parts of dimethylformamide and 40 parts of sodium cyanide into a dissolving kettle, and stirring at a high speed to obtain suspended matters;
2) adding 160 parts of dimethylformamide and 25 parts of paraformaldehyde into a synthesis reaction kettle, adding the prepared suspended substance obtained in the step 1), heating and refluxing for 2 hours, cooling to 30 ℃, beginning to dropwise add 80 parts of ethyl cyanoacetate, keeping the dropwise adding temperature at 28 ℃, and keeping the temperature at 30 ℃ for 4 hours; after the reaction is finished, cooling to 0 ℃, neutralizing to be neutral by using hydrochloric acid, adding 80 parts of water, stirring, standing and layering;
3) extracting the water layer separated by layers for 3 times by 200 parts of 1, 2-dichloroethane, separating the water layer and the organic layer, recovering the 1, 2-dichloroethane from the water layer by distillation, and feeding the separated organic layer into a rectifying still;
4) washing the organic layer separated by layers once by 20 parts of water, continuously standing for layering, allowing the organic layer separated by layers to enter a rectifying still, and allowing the water layer separated by layers to enter wastewater treatment;
5) and 3) pumping the organic layer obtained in the step 4) into a rectifying still for vacuum distillation, and taking the fraction at 150 ℃ to obtain a light yellow oily liquid with the content of 98.5 percent, namely ethyl 2, 3-dicyanopropionate.
The proportion of parts of 1, 2-dichloroethane used in the step 3) for 3 times of extraction is 8: 8: 5.
and 3) distilling the water separated and removed layer in the step 3) to a rectifying still under reduced pressure, and rectifying to obtain the dimethylformamide.
Example 2
A synthesis process of ethyl 2, 3-dicyanopropionate comprises the following steps:
1) adding 70 parts of dimethylformamide and 43 parts of sodium cyanide into a dissolving kettle, and stirring at a high speed to obtain suspended matters;
2) adding 170 parts of dimethylformamide and 28 parts of paraformaldehyde into a synthesis reaction kettle, adding the prepared suspended substance obtained in the step 1), heating and refluxing for 2 hours, cooling to 30 ℃, beginning to dropwise add 90 parts of ethyl cyanoacetate, keeping the dropwise adding temperature at 30 ℃, and keeping the temperature at 30 ℃ for 4 hours; after the reaction is finished, cooling to 0 ℃, neutralizing to be neutral by using hydrochloric acid, adding 90 parts of water, stirring, standing and layering;
3) extracting the water layer separated by layers for 3 times by 210 parts of 1, 2-dichloroethane, separating the water layer and the organic layer, recovering the 1, 2-dichloroethane from the water layer by distillation, and feeding the separated organic layer into a rectifying still;
4) washing the organic layer separated by layers once by 30 parts of water, continuously standing for layering, allowing the organic layer separated by layers to enter a rectifying still, and allowing the water layer separated by layers to enter wastewater treatment;
5) and 3) pumping the organic layer obtained in the step 4) into a rectifying still for vacuum distillation, and taking the fraction at the temperature of 152 ℃ to obtain a light yellow oily liquid with the content of 98.5 percent, namely ethyl 2, 3-dicyanopropionate.
The proportion of parts of 1, 2-dichloroethane used in the step 3) for 3 times of extraction is 8: 8: 5.
and 3) distilling the water separated and removed layer in the step 3) to a rectifying still under reduced pressure, and rectifying to obtain the dimethylformamide.
Example 3
A synthesis process of ethyl 2, 3-dicyanopropionate comprises the following steps:
1) adding 80 parts of dimethylformamide and 45 parts of sodium cyanide into a dissolving kettle, and stirring at a high speed to obtain suspended matters;
2) adding 180 parts of dimethylformamide and 30 parts of paraformaldehyde into a synthesis reaction kettle, adding the prepared suspended substance obtained in the step 1), heating and refluxing for 2 hours, cooling to 30 ℃, starting to dropwise add 100 parts of ethyl cyanoacetate, keeping the dropwise adding temperature at 31 ℃, and keeping the temperature at 30 ℃ for 4 hours; after the reaction is finished, cooling to 0 ℃, neutralizing to be neutral by using hydrochloric acid, adding 100 parts of water, stirring, standing and layering;
3) extracting the water layer separated by layers for 3 times by 220 parts of 1, 2-dichloroethane, separating the water layer and the organic layer, recovering the 1, 2-dichloroethane from the water layer by distillation, and feeding the separated organic layer into a rectifying still;
4) washing the layered organic layer once by 40 parts of water, continuously standing for layering, allowing the layered organic layer to enter a rectifying still, and allowing the layered water layer to enter wastewater treatment;
5) and 3) pumping the organic layer obtained in the step 4) into a rectifying still for vacuum distillation, and taking a fraction at 154 ℃ to obtain a light yellow oily liquid with the content of 98.5 percent, namely ethyl 2, 3-dicyanopropionate.
The proportion of parts of 1, 2-dichloroethane used in the step 3) for 3 times of extraction is 8: 8: 5.
and 3) distilling the water separated and removed layer in the step 3) to a rectifying still under reduced pressure, and rectifying to obtain the dimethylformamide.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein.
Furthermore, it should be understood that although the present description refers to embodiments, not every embodiment may contain only a single embodiment, and such description is for clarity only, and those skilled in the art should integrate the description, and the embodiments may be combined as appropriate to form other embodiments understood by those skilled in the art.
Claims (3)
1. A synthesis process of ethyl 2, 3-dicyanopropionate is characterized by comprising the following steps:
1) adding 50-80 parts of dimethylformamide and 40-45 parts of sodium cyanide into a dissolving kettle, and stirring at a high speed to obtain suspended matters;
2) adding 160-180 parts of dimethylformamide and 25-30 parts of paraformaldehyde into a synthesis reaction kettle, adding the prepared suspended substance obtained in the step 1), heating and refluxing for 2 hours, cooling to 30 ℃, starting to dropwise add 80-100 parts of ethyl cyanoacetate, keeping the dropwise adding temperature at 28-31 ℃, and keeping the temperature at 30 ℃ for 4 hours; after the reaction is finished, cooling to 0 ℃, neutralizing to be neutral by using hydrochloric acid, adding 80-100 parts of water, stirring, standing and layering;
3) extracting the water layer separated by layers for 3 times by 200-220 parts of 1, 2-dichloroethane, separating the water layer and the organic layer, recovering the 1, 2-dichloroethane from the water layer by distillation, and feeding the separated organic layer into a rectifying still;
4) washing the layered organic layer once by 20-40 parts of water, continuously standing for layering, allowing the layered organic layer to enter a rectifying still, and allowing the layered water layer to enter wastewater treatment;
5) and 3) pumping the organic layer obtained in the step 4) into a rectifying still for vacuum distillation, and taking a fraction at 150-154 ℃ to obtain a light yellow oily liquid with the content of 98.5%, namely ethyl 2, 3-dicyanopropionate.
2. The process for synthesizing ethyl 2, 3-dicyanopropionate according to claim 1, wherein the proportion of parts extracted 3 times by 1, 2-dichloroethane in step 3) is 8: 8: 5.
3. the process for synthesizing ethyl 2, 3-dicyanopropionate according to claim 1, wherein the water separated layer in the step 3) is distilled under reduced pressure to a rectifying still and then rectified to obtain dimethylformamide.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202010491388.5A CN111517988A (en) | 2020-06-02 | 2020-06-02 | Synthesis process of ethyl 2, 3-dicyanopropionate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112375012A (en) * | 2020-11-20 | 2021-02-19 | 杭州新桂实业有限公司 | Preparation method of ethyl 2, 3-dicyanopropionate |
| CN115677531A (en) * | 2022-11-04 | 2023-02-03 | 河北诚信集团有限公司 | Production process of ethyl 2, 3-dicyanopropionate |
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2020
- 2020-06-02 CN CN202010491388.5A patent/CN111517988A/en not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112375012A (en) * | 2020-11-20 | 2021-02-19 | 杭州新桂实业有限公司 | Preparation method of ethyl 2, 3-dicyanopropionate |
| CN115677531A (en) * | 2022-11-04 | 2023-02-03 | 河北诚信集团有限公司 | Production process of ethyl 2, 3-dicyanopropionate |
| CN115677531B (en) * | 2022-11-04 | 2024-04-09 | 河北诚信集团有限公司 | Production process of ethyl 2, 3-dicyanopropionate |
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