CN103319330A - Method for preparing 2,4-dimethylbenzoic acid by using carbon dioxide carboxylation process - Google Patents
Method for preparing 2,4-dimethylbenzoic acid by using carbon dioxide carboxylation process Download PDFInfo
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- CN103319330A CN103319330A CN2013102855989A CN201310285598A CN103319330A CN 103319330 A CN103319330 A CN 103319330A CN 2013102855989 A CN2013102855989 A CN 2013102855989A CN 201310285598 A CN201310285598 A CN 201310285598A CN 103319330 A CN103319330 A CN 103319330A
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Abstract
The invention discloses a method for preparing 2,4-dimethylbenzoic acid by using a carbon dioxide carboxylation process. The method comprises the following steps of: (1) orderly adding m-xylene and an aluminium trichloride catalyst according to a certain ratio in a reaction kettle with a stirring function, and sealing the reaction kettle; (2) leading carbon dioxide gas to the reaction kettle, replacing air and starting the stirring function, pressurizing to 0.2-0.7Mpa, and keeping the temperature at 25-40 DEG C to react for 5-10 hours; (3) adding a reactant to the m-xylene and diluted hydrochloric acid after reaction is finished, keeping below 30 DEG C to agitate for 20 minutes, stewing and layering; (4) adjusting pH value of an organic phase to about 11 by alkali, standing, and separating the water phase, adding the diluted hydrochloric acid to adjust the pH value to 2-3, separating out a lot of white powder, filtering and drying to obtain the product 2,4-dimethylbenzoic acid, wherein the mass ratio of the m-xylene to the aluminium trichloride catalyst is 1 to (0.10-0.35).
Description
Technical field
The invention belongs to the fine chemistry industry production technical field, relate in particular to a kind of method of utilizing standby 2, the 4-mesitylenic acid of carbonic acid gas carboxylation legal system.
Background technology
2,4-mesitylenic acid is the intermediate of preparation acylphosphine oxide, and acylphosphine oxide is novel photoinitiator, has been widely used.Also can be used as the intermediate of dyestuff, sterilant, medicine, larger market is arranged both at home and abroad.
2 of bibliographical information, 4-mesitylenic acid synthetic method has following several:
(1) m-xylene and oxalyl chloride react under Using Aluminium Trichloride as Catalyst, and hydrolysis makes again;
(2) m-xylene makes with the carbonic acid gas addition behind bromination, grignard reaction again;
(3) m-xylene and chloroacetyl chloride generation acylation reaction make through then acidifying of haloform reaction again.
These several synthetic routes all exist reaction conditions comparatively harsh, and reactions steps is many, and process is complicated, the shortcoming that by product is more.
Summary of the invention
For the shortcoming of above-mentioned prior art, the purpose of this invention is to provide a kind of method of utilizing standby 2, the 4-mesitylenic acid of carbonic acid gas carboxylation legal system.
A kind of method of utilizing standby 2, the 4-mesitylenic acid of carbonic acid gas carboxylation legal system is characterized in that, may further comprise the steps:
(1) in the reactor that band stirs, adds successively by a certain percentage m-xylene and aluminum trichloride catalyst, closed reactor;
(2) pass into carbon dioxide in reactor, displaced air is started stirring, is forced into 0.2-0.7Mpa, keeps 25-40 ℃ of temperature, reacts 5-10 hour;
(3) after reaction is finished, reactant is added m-xylene, dilute hydrochloric acid, remain on below 30 ℃, stirred standing demix 20 minutes;
(4) with organic phase with adjusting PH with base value to 11 about, leave standstill, tell water, add the dilute hydrochloric acid adjust pH to 2-3, separate out a large amount of white powders, filter, get product 2 after the drying, the 4-mesitylenic acid, the mass ratio of described m-xylene and aluminum trichloride catalyst is: 1: 0.10～0.35.
Adopt aluminum trichloride catalyst, take carbonic acid gas as carboxylating agent with the m-xylene single step reaction, synthetic 2,4-mesitylenic acid, the reaction conditions gentleness, raw materials cost is low, environmental friendliness is that the preparation of 2,4-mesitylenic acid provides a new approach.
Embodiment
Below the present invention is described in further detail.
Embodiment 1:
100g m-xylene, 20g aluminum trichloride catalyst are dropped in the reactor, open and stir, carbon dioxide is added in the reactor continuously, keep still internal pressure 0.4MPa, keep 25 ℃ of temperature of reaction, reacted 9 hours.After reaction is finished, reactant is added approximately 10g m-xylene, 15g dilute hydrochloric acid, remain on below 30 ℃, stirred standing demix 20 minutes.With organic phase with adjusting PH with base value to 11 about, leave standstill, tell water, add the dilute hydrochloric acid adjust pH to 2-3, separate out a large amount of white powders.Filter, get product 2,4-mesitylenic acid after the drying.
Embodiment 2:
100g m-xylene, 25g aluminum trichloride catalyst are dropped in the reactor, open and stir, carbon dioxide is added in the reactor continuously, keep still internal pressure 0.3MPa, keep 30 ℃ of temperature of reaction, reacted 7 hours.After reaction is finished, reactant is added approximately 10g m-xylene, 15g dilute hydrochloric acid, remain on below 30 ℃, stirred standing demix 20 minutes.With organic phase with adjusting PH with base value to 11 about, leave standstill, tell water, add the dilute hydrochloric acid adjust pH to 2-3, separate out a large amount of white powders.Filter, get product 2,4 mesitylenic acids after the drying.
Embodiment 3:
100g m-xylene, 30g aluminum trichloride catalyst are dropped in the reactor, open and stir, carbon dioxide is added in the reactor continuously, keep still internal pressure 0.5MPa, keep 35 ℃ of temperature of reaction, reacted 6 hours.After reaction is finished, reactant is added approximately 10g m-xylene, 15g dilute hydrochloric acid, remain on below 30 ℃, stirred standing demix 20 minutes.With organic phase with adjusting PH with base value to 11 about, leave standstill, tell water, add the dilute hydrochloric acid adjust pH to 2-3, separate out a large amount of white powders.Filter, get product 2,4-mesitylenic acid after the drying.
Claims (1)
1. a method of utilizing standby 2, the 4-mesitylenic acid of carbonic acid gas carboxylation legal system is characterized in that, may further comprise the steps:
(1) in the reactor that band stirs, adds successively by a certain percentage m-xylene and aluminum trichloride catalyst, closed reactor;
(2) pass into carbon dioxide in reactor, displaced air is started stirring, is forced into 0.2-0.7Mpa, keeps 25-40 ℃ of temperature, reacts 5-10 hour;
(3) after reaction is finished, reactant is added m-xylene, dilute hydrochloric acid, remain on below 30 ℃, stirred standing demix 20 minutes;
(4) with organic phase with adjusting PH with base value to 11 about, leave standstill, tell water, add the dilute hydrochloric acid adjust pH to 2-3, separate out a large amount of white powders, filter, get product 2 after the drying, the 4-mesitylenic acid, the mass ratio of described m-xylene and aluminum trichloride catalyst is: 1: 0.10～0.35.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2013102855989A CN103319330A (en) | 2013-07-09 | 2013-07-09 | Method for preparing 2,4-dimethylbenzoic acid by using carbon dioxide carboxylation process |
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| CN2013102855989A CN103319330A (en) | 2013-07-09 | 2013-07-09 | Method for preparing 2,4-dimethylbenzoic acid by using carbon dioxide carboxylation process |
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| CN2013102855989A Pending CN103319330A (en) | 2013-07-09 | 2013-07-09 | Method for preparing 2,4-dimethylbenzoic acid by using carbon dioxide carboxylation process |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104151213A (en) * | 2014-07-16 | 2014-11-19 | 常州大学 | Method for preparing arylformic acid from carbon dioxide |
| CN108129296A (en) * | 2018-02-05 | 2018-06-08 | 陕西煤业化工技术研究院有限责任公司 | A kind of direct carboxylation of carbon dioxide prepares the device and method of aromatic acid |
| CN109320412A (en) * | 2018-12-04 | 2019-02-12 | 贵州新天鑫化工有限公司 | A kind of preparation method of 2,4,6- trimethylbenzoic acid |
| CN113698287A (en) * | 2021-08-27 | 2021-11-26 | 中国石油化工股份有限公司 | Method for preparing p-methylbenzoic acid by catalyzing carbon dioxide and methylbenzene |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3138626A (en) * | 1960-10-03 | 1964-06-23 | Monsanto Co | Carboxylation with co2 in the presence of alcl3 and al or zn |
| JP2003267911A (en) * | 2002-03-14 | 2003-09-25 | Dainippon Ink & Chem Inc | Method for producing 2-fluorobenzoic acid derivative |
-
2013
- 2013-07-09 CN CN2013102855989A patent/CN103319330A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3138626A (en) * | 1960-10-03 | 1964-06-23 | Monsanto Co | Carboxylation with co2 in the presence of alcl3 and al or zn |
| JP2003267911A (en) * | 2002-03-14 | 2003-09-25 | Dainippon Ink & Chem Inc | Method for producing 2-fluorobenzoic acid derivative |
Non-Patent Citations (3)
| Title |
|---|
| 刘琳，等: "CO2直接羧化法制备3,4-二甲基苯甲酸的研究", 《天然气化工》 * |
| 徐广宇，等: "2,4,6–三甲基苯甲酸的合成", 《化工进展》 * |
| 邢锦娟, 等: "3, 4-二甲基苯甲酸的合成及后处理方法研究", 《化学试剂》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104151213A (en) * | 2014-07-16 | 2014-11-19 | 常州大学 | Method for preparing arylformic acid from carbon dioxide |
| CN108129296A (en) * | 2018-02-05 | 2018-06-08 | 陕西煤业化工技术研究院有限责任公司 | A kind of direct carboxylation of carbon dioxide prepares the device and method of aromatic acid |
| CN108129296B (en) * | 2018-02-05 | 2023-08-25 | 陕西煤业化工技术研究院有限责任公司 | Device and method for preparing aromatic acid by direct carboxylation of carbon dioxide |
| CN109320412A (en) * | 2018-12-04 | 2019-02-12 | 贵州新天鑫化工有限公司 | A kind of preparation method of 2,4,6- trimethylbenzoic acid |
| CN109320412B (en) * | 2018-12-04 | 2021-05-25 | 贵州新天鑫化工有限公司 | Preparation method of 2,4, 6-trimethyl benzoic acid |
| CN113698287A (en) * | 2021-08-27 | 2021-11-26 | 中国石油化工股份有限公司 | Method for preparing p-methylbenzoic acid by catalyzing carbon dioxide and methylbenzene |
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Application publication date: 20130925 |