CN101037395A - Preparation method of 1,1-Cyclohexane diethyl acid mono amide - Google Patents
Preparation method of 1,1-Cyclohexane diethyl acid mono amide Download PDFInfo
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- CN101037395A CN101037395A CN 200610155339 CN200610155339A CN101037395A CN 101037395 A CN101037395 A CN 101037395A CN 200610155339 CN200610155339 CN 200610155339 CN 200610155339 A CN200610155339 A CN 200610155339A CN 101037395 A CN101037395 A CN 101037395A
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- cyclohexanediacetic
- monoamide
- preparation
- ammoniacal liquor
- acid anhydride
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Abstract
A manufacturing method for 1,1-cyclohexane diacetic acid monoamide (CAM) has following steps: feeding the powder (>=40) 1,1-cyclohexylene diacetic anhydride solid in batch into the ammonia for a reaction, wherein the ammonia concentration is 10-28%, dosage is ammonia:1,1-cyclohexylene diacetic anhydride=2-6:1 (molar rate); feeding phase (prior period) reaction temperature is -5-40 DEG C, and gradually heating up to 40-70 DEG C after finishing feeding (latter period) to make the reaction completely; finally, getting the 1,1-cyclohexane diacetic acid monoamide (CAM) after decolor, acidification and centrifugal separation. The art has a low production cost and reduces the environment pollution by the organic solvent.
Description
Technical field
The invention belongs to 1, the preparation method of 1-cyclohexanediacetic monoamide, by Powdered (〉=40 order) 1,1-cyclohexanediacetic acid anhydride solid and ammoniacal liquor reaction obtain product.
Background technology
1,1-cyclohexanediacetic monoamide (former title 1,1-cyclohexanediacetic acid monoamide) is a kind of important intermediate of synthetic gabapentin.Patent ZL00128111.9 has proposed 1, the preparation method of 1-cyclohexanediacetic monoamide, and in Hangzhou palm of the hand medication chemistry company implementation suitability for industrialized production.But among the patent ZL00128111.9, with 1,1-cyclohexanediacetic acid anhydride is a raw material, generates 1 with ammoniacal liquor or ammonia gas react in the presence of benzene kind solvent, 1-cyclohexanediacetic monoamide, and the benzene kind solvent amount is 1,2～10 times of 1-cyclohexanediacetic acid anhydride weight; The use of organic solvent has promptly increased production cost in this method, also environment is caused certain pollution.
Summary of the invention
The purpose of this invention is to provide that production cost is low, environmental pollution is few, easily industrialized 1, the preparation method of 1-cyclohexane oxalic acid monoamide.
Provided by the invention 1,1-cyclohexanediacetic monoamide preparation method, the steps include: Powdered (〉=40 order) 1,1-cyclohexanediacetic acid anhydride solid is put in the ammoniacal liquor in batches and is reacted, weight percent concentration is 10%～28%, consumption ammoniacal liquor: 1,1-cyclohexanediacetic acid anhydride=2～6: 1 (mol ratio); (in earlier stage) temperature of reaction-5～40 that feeds intake the stage ℃ feeds intake and finishes back (later stage) and ℃ make and to react completely in Heating temperature to 40～70 gradually; Reaction finishes after decolouring, acidifying, step with centrifugal separation, 1,1-cyclohexanediacetic monoamide.
Ammoniacal liquor preferable amount of the present invention is an ammoniacal liquor: 1, and 1-cyclohexanediacetic acid anhydride=3.5～4.5: 1 (mol ratio).
Temperature of reaction of the present invention (in earlier stage) the preferred temperature that feeds intake the stage is 10～30 ℃.
The temperature of reaction of the present invention preferred temperature of ending phase (later stage) that feeds intake is 50～70 ℃.
The ammoniacal liquor preferred concentration is 15～20% in the present invention's reaction.
The present invention is because 1, and 1-cyclohexanediacetic acid anhydride powder solid is directly put in the ammoniacal liquor and reacted, ammoniacal liquor promptly as reactant also as reaction solvent, preparation technology is simple, production cost is low, reduced the pollution to environment.
Embodiment
Embodiment 1
In the reactor of 1000L, add 500L (18%) ammoniacal liquor, logical water coolant makes system temperature reduce to 10 ℃, under agitation drop into 1 of 210 kilograms of orders Powdered (〉=40 order) from charging opening in batches, 1-cyclohexanediacetic acid anhydride solid, control reaction temperature is no more than 30 ℃, after acid anhydrides all adds, continue stirring reaction and be warmed up to 60 ℃ gradually, make 1, the dissolving of 1-cyclohexanediacetic acid anhydride also reacts completely, and finishes to take about 3 hours from being fed to reaction.
Reaction solution adds activated carbon decolorizing, filters, and filtrate is chilled to room temperature, uses hcl acidifying, and a large amount of white solid precipitations are arranged, and gets 1 behind the solid drying that centrifugation, solid wash with water, dewater, obtain, 220 kilograms of 1-cyclohexanediacetic monoamide, productive rate 95.8%.
Embodiment 2
In the reactor of 1000L, add 500L (18%) ammoniacal liquor, under stirring at room, drop into 210 kilograms blocky 1 from charging opening in batches, 1-cyclohexanediacetic acid anhydride solid, control reaction temperature is no more than 30 ℃, after acid anhydrides all adds, continue stirring reaction and be warmed up to 60 ℃ gradually, make 1, the dissolving of 1-cyclohexanediacetic acid anhydride also reacts completely, and finishes to take about 3 hours from being fed to reaction.
Reaction solution adds activated carbon decolorizing, filters, and filtrate is chilled to room temperature, uses hcl acidifying, and a large amount of white solid precipitations are arranged, and gets 1 behind the solid drying that centrifugation, solid wash with water, dewater, obtain, 183.7 kilograms of 1-cyclohexanediacetic monoamide, productive rate 80%.
Claims (6)
1, a kind of preparation 1, the method of 1-cyclohexanediacetic monoamide, the steps include: pulverous 1,1-cyclohexanediacetic acid anhydride solid is put in the ammoniacal liquor in batches and is reacted, the ammoniacal liquor weight percent concentration is 10～28%, ammoniacal liquor and 1,1-cyclohexanediacetic acid anhydride consumption mol ratio is: ammoniacal liquor: 1,1-cyclohexanediacetic acid anhydride=2～6: 1; The elementary reaction temperature-5～40 that feeds intake ℃, feed intake finish after, Heating temperature to 40～70 ℃ make and to react completely gradually; Reaction finishes after decolouring, acidifying, step with centrifugal separation, 1,1-cyclohexanediacetic monoamide.
2, according to claim 1 preparation 1, the method for 1-cyclohexanediacetic monoamide is characterized in that 1, before the 1-cyclohexanediacetic anhydride reactant through be ground into 〉=40 purposes are Powdered.
3, according to claim 1 preparation 1, the method for 1-cyclohexanediacetic monoamide is characterized in that ammoniacal liquor and 1, and 1-cyclohexanediacetic acid anhydride consumption mol ratio is: ammoniacal liquor: 1, and 1-cyclohexanediacetic acid anhydride=3.5～4.5: 1.
4, according to claim 1 preparation 1, the method for 1-cyclohexanediacetic monoamide is characterized in that the ammoniacal liquor weight percent concentration is 15～20%.
5, according to claim 1 preparation 1, the method for 1-cyclohexanediacetic monoamide, the elementary reaction temperature that it is characterized in that feeding intake is: 10～30 ℃.
6, according to claim 1 preparation 1, the method for 1-cyclohexanediacetic monoamide, the end afterreaction temperature that it is characterized in that feeding intake is: 50～70 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610155339 CN101037395A (en) | 2006-12-20 | 2006-12-20 | Preparation method of 1,1-Cyclohexane diethyl acid mono amide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610155339 CN101037395A (en) | 2006-12-20 | 2006-12-20 | Preparation method of 1,1-Cyclohexane diethyl acid mono amide |
Publications (1)
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| CN101037395A true CN101037395A (en) | 2007-09-19 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200610155339 Pending CN101037395A (en) | 2006-12-20 | 2006-12-20 | Preparation method of 1,1-Cyclohexane diethyl acid mono amide |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101417960B (en) * | 2008-12-01 | 2012-06-27 | 太仓市运通化工厂 | Method for preparing 1,1-cyclohexanediacetic acid mono amide |
| CN104402752A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method of 1,1'-cyclohexyl monoamide |
| CN109232295A (en) * | 2018-10-24 | 2019-01-18 | 河北三川化工有限公司 | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides |
-
2006
- 2006-12-20 CN CN 200610155339 patent/CN101037395A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101417960B (en) * | 2008-12-01 | 2012-06-27 | 太仓市运通化工厂 | Method for preparing 1,1-cyclohexanediacetic acid mono amide |
| CN104402752A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method of 1,1'-cyclohexyl monoamide |
| CN109232295A (en) * | 2018-10-24 | 2019-01-18 | 河北三川化工有限公司 | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides |
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