CN1103398A - Process for producing dimethyl fumarate with cis-butanedioic anhydride - Google Patents
Process for producing dimethyl fumarate with cis-butanedioic anhydride Download PDFInfo
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- CN1103398A CN1103398A CN 93115606 CN93115606A CN1103398A CN 1103398 A CN1103398 A CN 1103398A CN 93115606 CN93115606 CN 93115606 CN 93115606 A CN93115606 A CN 93115606A CN 1103398 A CN1103398 A CN 1103398A
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- dimethyl fumarate
- butenedioic anhydride
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Abstract
The process for producing dimethyl fumarate with cis-butanedioic anhydride includes isomerization and esterification reactions. In isomerization reaction, the aqueous solution of cis-butanedioic anhydride becomes fumaric acid under action of catalyst. In esterification reaction, the mixture of fumaric acid and methanol is esterified into dimethyl fumarate under action of catalyst. It features short process flow, high purity of product, reuse of methanol, and low cost.
Description
A kind of processing method of producing dimethyl fumarate by cis-butenedioic anhydride belongs to the preparation of acyclic or isocyclic compound in the organic chemistry.
Existing method of producing dimethyl fumarate by cis-butenedioic anhydride, the transformation efficiency of cis-butenedioic anhydride isomery is not high in the isomery operation, easily generates dimethyl maleate in esterification step, influence health of operators, and the methanol consumption amount is big.Also, easily human body is produced irritated side effect in the use, apply difficulty because product purity is not high.
Purpose of the present invention is to provide a kind of product purity height, and the processing method of producing dimethyl fumarate by cis-butenedioic anhydride that human body is had no side effect.
Principle of the present invention is as follows.Production technique is divided into isomerization reaction and esterification.In isomerization reaction, the aqueous solution of cis-butenedioic anhydride under the heating and the effect of catalyzer, cis-butenedioic anhydride generation isomery and make fumaric acid (FUMARIC ACID TECH GRADE).In esterification, fumaric acid and methyl alcohol react under the effect of catalyzer.After reaching home, material promptly makes finished product after washing, dehydration and oven dry.
It is short that the present invention has technical process, the characteristics that product purity is high.And methyl alcohol can be recycled, and both reduces production costs, and reduces environmental pollution again, and is more existing more economical, reasonable by cis-butenedioic anhydride production dimethyl fumarate technology.
Accompanying drawing is a technical process block diagram of the present invention.
Embodiments of the invention are as follows.
(1) prepares fumaric acid (FUMARIC ACID TECH GRADE) by cis-butenedioic anhydride.
In reactor, inject 950 kg of water, stir and heat up, drop into 650 kilograms of cis-butenedioic anhydrides.Continue to heat up, drop into 18 kilograms of thiocarbamides then, under 88-98 ℃ of condition, react.After 2-4 hour, feed liquid is delivered to washing bath separate, wash, behind centrifuge dewatering, make fumaric acid.
(2) prepare dimethyl fumarate by fumaric acid.
980 kilograms of methyl alcohol that measure are added in the reaction kettle of the esterification, open and stir, drop into 700 kilograms of fumaric acid.After the intensification, add 21 kilograms of sulfuric acid, continue to be warming up to 87-95 ℃.Add crystallizing agent, and be incubated 6-8 hour.After extremely reaction is reached home, add 500 kilograms of hot water.After the cooling, feed liquid delivered in the washing bath wash, behind centrifuge dewatering, under 75-82 ℃ of condition dry 1-2 hour, promptly make finished product.
Claims (5)
1, a kind of processing method of producing dimethyl fumarate by cis-butenedioic anhydride is characterized in that production technique is divided into isomerization reaction and esterification.
2, processing method of producing dimethyl fumarate by cis-butenedioic anhydride according to claim 1 is characterized in that the raw material composition and the processing condition of isomerization reaction are:
A, raw material are formed: cis-butenedioic anhydride: water=1: 1.35-1.55;
B, processing condition: temperature of reaction 88-98 ℃, stirring velocity 45-80 rev/min, reaction times 2-4 hour.
3, according to claim 1,2 described processing methodes of producing dimethyl fumarate by cis-butenedioic anhydride, the catalyzer that it is characterized in that isomerization reaction is a thiocarbamide, and its weight ratio is: cis-butenedioic anhydride: thiocarbamide=1:0.02-0.035.
4, processing method of producing dimethyl fumarate by cis-butenedioic anhydride according to claim 1 is characterized in that the raw material composition and the processing condition of esterification are:
A, raw material are formed: fumaric acid: methyl alcohol=1:0.8-1.4;
B, processing condition: temperature of reaction 87-95 ℃, stirring velocity 45-80 rev/min, reaction times 6-9 hour.
5, according to claim 1,4 described processing methodes of producing dimethyl fumarate, it is characterized in that the auxiliary process condition of esterification is by cis-butenedioic anhydride:
A, catalyzer are concentration sulfuric acid, and weight ratio is: fumaric acid: sulfuric acid=1:0.025-0.045;
B, crystallizing agent are the mononuclear aromatics mixture, and its ratio of components is: benzene: dimethylbenzene=1:0.2-0.35;
The weight ratio that drops into is: fumaric acid: crystallizing agent=1:0.01-0.02.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 93115606 CN1103398A (en) | 1993-11-30 | 1993-11-30 | Process for producing dimethyl fumarate with cis-butanedioic anhydride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 93115606 CN1103398A (en) | 1993-11-30 | 1993-11-30 | Process for producing dimethyl fumarate with cis-butanedioic anhydride |
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| Publication Number | Publication Date |
|---|---|
| CN1103398A true CN1103398A (en) | 1995-06-07 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 93115606 Pending CN1103398A (en) | 1993-11-30 | 1993-11-30 | Process for producing dimethyl fumarate with cis-butanedioic anhydride |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006117673A (en) * | 2004-10-20 | 2006-05-11 | Eternal Chemical Co Ltd | Cyclobutanetetracarboxylate compound and its production method |
| CN102432464A (en) * | 2011-12-14 | 2012-05-02 | 费近峰 | Continuous production process for dimethyl fumarate |
| EP2718257A4 (en) * | 2011-06-08 | 2015-08-12 | Biogen Ma Inc | Process for preparing high purity and crystalline dimethyl fumarate |
| CN105218368A (en) * | 2015-11-05 | 2016-01-06 | 黄山学院 | A kind of method of ionic liquid-catalyzed synthesis Momo-cyclohexyl fumarte |
| WO2017013672A1 (en) * | 2015-07-23 | 2017-01-26 | Natco Pharma Ltd | Process for the preparation of pharmaceutical grade dimethyl fumarate |
-
1993
- 1993-11-30 CN CN 93115606 patent/CN1103398A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006117673A (en) * | 2004-10-20 | 2006-05-11 | Eternal Chemical Co Ltd | Cyclobutanetetracarboxylate compound and its production method |
| EP2718257A4 (en) * | 2011-06-08 | 2015-08-12 | Biogen Ma Inc | Process for preparing high purity and crystalline dimethyl fumarate |
| US9422226B2 (en) | 2011-06-08 | 2016-08-23 | Biogen Ma Inc. | Process for preparing high purity and crystalline dimethyl fumarate |
| CN102432464A (en) * | 2011-12-14 | 2012-05-02 | 费近峰 | Continuous production process for dimethyl fumarate |
| WO2017013672A1 (en) * | 2015-07-23 | 2017-01-26 | Natco Pharma Ltd | Process for the preparation of pharmaceutical grade dimethyl fumarate |
| CN105218368A (en) * | 2015-11-05 | 2016-01-06 | 黄山学院 | A kind of method of ionic liquid-catalyzed synthesis Momo-cyclohexyl fumarte |
| CN105218368B (en) * | 2015-11-05 | 2016-10-12 | 黄山学院 | A kind of method of ionic liquid-catalyzed synthesis Momo-cyclohexyl fumarte |
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