CN104987300A - Preparation process for cyanomethyl ester - Google Patents
Preparation process for cyanomethyl ester Download PDFInfo
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- CN104987300A CN104987300A CN201510448809.5A CN201510448809A CN104987300A CN 104987300 A CN104987300 A CN 104987300A CN 201510448809 A CN201510448809 A CN 201510448809A CN 104987300 A CN104987300 A CN 104987300A
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Abstract
The invention relates to the chemical field and in particular to a preparation process for cyanomethyl ester. The cyanomethyl ester is prepared with a high yield by taking acetonitrile, methanol, anhydrous hydrogen chloride and a 28% cyanamide aqueous solution as main reaction raw materials and taking toluene as a solvent. The preparation process has the advantage that according to the preparation method for the cyanomethyl ester, the molar yield of the cyanomethyl ester is increased to 85%; content of product cyanomethyl ester is greater than or equal to 99.5%; and the reaction process is gentle and safe.
Description
technical field:
The present invention relates to chemical field, be specifically related to a kind of preparation technology of cyano methyl ester.
Background technology
Cyanaoethyl methacrylate is a kind of important intermediate, and it is for the synthesis of the intermediate of agricultural chemicals acetamiprid.Cyanaoethyl methacrylate reacts preparation by acetonitrile, methyl alcohol, hydrogenchloride, cyanamide, and reaction principle is:
Acetonitrile methanol hydrogenchloride ethyliminum methyl ether hydrochloride
Cyanamide cyano methyl ester
From above reaction principle, reaction point two steps are carried out, the first step salt-forming reaction is under toluene solvant exists, carry out under anhydrous condition, high yield obtains ethyliminum methyl ether hydrochloride, then in the first step reaction solution, adds the 28% cyanamide aqueous solution, carries out into ester reaction, regulate pH value during reaction, temperature of reaction of controlling well obtains product cyano methyl ester.
Second step uses the 28% cyanamide aqueous solution in becoming ester to react, and now, ethyliminum methyl ether hydrochloride is very easy to side reaction occurs, and cause product yield to reduce, therefore, improving technique condition, it is object of the present invention that high yield prepares cyano methyl ester.
Summary of the invention
In order to solve above technical problem, the present invention proposes a kind of preparation technology of cyano methyl ester, perfect technology, improving technique condition, and high yield prepares cyano methyl ester.
In order to reach foregoing invention object, a kind of preparation technology of cyano methyl ester, be mainly and adopt acetonitrile, methyl alcohol, hydrogenchloride, the 28% cyanamide aqueous solution to be principal reaction raw material, high yield reaction prepares cyano methyl ester.
Concrete steps are as follows: 1) add in the synthesis reaction vessel of 3000L by acetonitrile, methyl alcohol, solvent toluene, open and stir and chilled brine, material in reactor is cooled to 0-5 DEG C; At the temperature disclosed above, start to pass into hydrogen chloride gas, need 9-10 hour; After ventilation terminates, material in reactor is raised to 25-30 DEG C gradually, start salify insulation reaction 6-7 hour, salt-forming reaction terminates;
2) under agitation, reaction solution is cooled to 0 DEG C, slowly adds volatile salt, then add the 28% cyanamide aqueous solution, regulate between pH value to 6-7 with 30% aqueous sodium hydroxide solution, at 10-20 DEG C of insulation reaction 0.5-1 hour, become ester reaction to terminate;
3) leave standstill half an hour, organic layer is reclaimed in layering, and organic layer obtains product cyano methyl ester through vacuum distilling, gc analysis content: 99.6%, molar yield: 85.71%.
The first step salt-forming reaction condition: logical hydrogen chloride gas temperature of reaction: 0-5 DEG C, salify leads to the hydrogenchloride time: 9-10 hour, salify insulation reaction temperature: 25-30 DEG C, salify insulation reaction time: 6-7 hour;
Second step becomes ester reaction conditions: control temperature at 10-20 DEG C, pH value: 6-7; Reaction times: 0.5-1 hour.
Further, described a kind of cyano methyl ester preparation method, is characterized in that: the mol ratio of described acetonitrile, methyl alcohol, hydrogenchloride, 28% cyanamide is 1:1:1.05-1.1:1; The weight ratio of toluene and acetonitrile: 1:1.8-2.0.
Further, cushion pH value with volatile salt, the physical properties of heat absorption when simultaneously utilizing volatile salt to dissolve, help to control well temperature of reaction, minimizing side reaction preferably.
The invention has the advantages that:
1. cyano methyl ester preparation method, makes the molar yield of cyano methyl ester bring up to 85%;
2. content >=99.5% of product cyano methyl ester;
3. reaction process is mild, safety.
Embodiment
Embodiment 1: add in the synthesis reaction vessel of 3000L by 287Kg (7Kmol) acetonitrile, 224Kg (7Kmol) methyl alcohol, 520Kg solvent toluene, opens and stirs and chilled brine, material in reactor is cooled to 0-5 DEG C.At the temperature disclosed above, start to pass into hydrogen chloride gas 268.5Kg (7.36Kmol), usually about need 10 hours.After ventilation terminates, material in reactor is raised to 25-30 DEG C gradually, start salify insulation reaction 7 hours, salt-forming reaction terminates.
Under agitation, reaction solution is cooled to 0 DEG C, slowly adds volatile salt 50Kg, then 28% cyanamide aqueous solution 1050Kg (7Kmol) is added, regulate between pH value to 6.0-6.5 with 30% aqueous sodium hydroxide solution, 10-20 DEG C of insulation reaction 1 hour, become ester reaction to terminate.
Leave standstill half an hour, organic layer is reclaimed in layering, and organic layer obtains product cyano methyl ester through vacuum distilling: 588Kg, gc analysis content: 99.6%, molar yield: 85.71%.
Embodiment 2: add in the synthesis reaction vessel of 3000L by 287Kg (7Kmol) acetonitrile, 224Kg (7Kmol) methyl alcohol, 574Kg solvent toluene, opens and stirs and chilled brine, material in reactor is cooled to 0-5 DEG C.At the temperature disclosed above, start to pass into hydrogen chloride gas 270Kg (7.40Kmol), usually about need 9 hours.After ventilation terminates, material in reactor is raised to 25-30 DEG C gradually, start salify insulation reaction 6 hours, salt-forming reaction terminates.
Under agitation, reaction solution is cooled to 0 DEG C, slowly adds volatile salt 50Kg, then 28% cyanamide aqueous solution 1050Kg (7Kmol) is added, regulate between pH value to 6.0-6.5 with 30% aqueous sodium hydroxide solution, 10-20 DEG C of insulation reaction 1 hour, become ester reaction to terminate.
Leave standstill half an hour, organic layer is reclaimed in layering, and organic layer obtains product cyano methyl ester through vacuum distilling: 601Kg, gc analysis content: 99.8%, molar yield: 87.61%.
Claims (5)
1. a preparation technology for cyano methyl ester, is characterized in that: be mainly and adopt acetonitrile, methyl alcohol, anhydrous hydrogen chloride, the 28% cyanamide aqueous solution to be principal reaction raw material, take toluene as solvent, high yield reaction prepares cyano methyl ester.
2. the preparation technology of a kind of cyano methyl ester according to claim 1, is characterized in that:
Acetonitrile, anhydrous methanol, solvent toluene are added in the synthesis reaction vessel of 3000L, opens and stir and chilled brine, material in reactor is cooled to 0-5 DEG C; At the temperature disclosed above, start to pass into hydrogen chloride gas, need 9-10 hour; After ventilation terminates, material in reactor is raised to 25-30 DEG C gradually, start salify insulation reaction 6-7 hour, salt-forming reaction terminates;
Under agitation, reaction solution is cooled to 0 DEG C, slowly adds volatile salt, then add the 28% cyanamide aqueous solution, regulate between pH value to 6-7 with 30% aqueous sodium hydroxide solution, at 10-20 DEG C of insulation reaction 0.5-1 hour, become ester reaction to terminate;
Leave standstill half an hour, organic layer is reclaimed in layering, and organic layer obtains product cyano methyl ester through vacuum distilling, gc analysis content: 99.6%, molar yield: 85.71%.
3. the preparation technology of a kind of cyano methyl ester according to claim 1, is characterized in that: the mol ratio of described acetonitrile, methyl alcohol, hydrogenchloride, 28% cyanamide is 1:1:1-1.05:1.
4. the preparation technology of a kind of cyano methyl ester according to claim 1, is characterized in that the weight ratio of toluene and acetonitrile: 1:1.8-2.0.
5. the preparation technology of a kind of cyano methyl ester according to claim 2, is characterized in that: cushion pH value with volatile salt, the physical properties of heat absorption when simultaneously utilizing volatile salt to dissolve, and helps to control well temperature of reaction, minimizing side reaction preferably.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510448809.5A CN104987300A (en) | 2015-07-28 | 2015-07-28 | Preparation process for cyanomethyl ester |
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| CN201510448809.5A CN104987300A (en) | 2015-07-28 | 2015-07-28 | Preparation process for cyanomethyl ester |
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| CN104987300A true CN104987300A (en) | 2015-10-21 |
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| CN201510448809.5A Pending CN104987300A (en) | 2015-07-28 | 2015-07-28 | Preparation process for cyanomethyl ester |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256295A (en) * | 2019-07-03 | 2019-09-20 | 宁夏贝利特生物科技有限公司 | The synthetic method of N- cyan ethyl ethylimidoote |
| CN111072519A (en) * | 2019-12-17 | 2020-04-28 | 南通天泽化工有限公司 | Preparation method of cyanoethyl ester |
-
2015
- 2015-07-28 CN CN201510448809.5A patent/CN104987300A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256295A (en) * | 2019-07-03 | 2019-09-20 | 宁夏贝利特生物科技有限公司 | The synthetic method of N- cyan ethyl ethylimidoote |
| CN111072519A (en) * | 2019-12-17 | 2020-04-28 | 南通天泽化工有限公司 | Preparation method of cyanoethyl ester |
| CN111072519B (en) * | 2019-12-17 | 2022-05-27 | 南通天泽化工有限公司 | Preparation method of cyanoethyl ester |
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Application publication date: 20151021 |