CN105884606A - Synthesis technology of trimethylpyruvic acid - Google Patents
Synthesis technology of trimethylpyruvic acid Download PDFInfo
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- CN105884606A CN105884606A CN201610268720.5A CN201610268720A CN105884606A CN 105884606 A CN105884606 A CN 105884606A CN 201610268720 A CN201610268720 A CN 201610268720A CN 105884606 A CN105884606 A CN 105884606A
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- reaction
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- synthesis technique
- potassium permanganate
- acetone acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/02—Preparation of carboxylic acids or their salts, halides or anhydrides from salts of carboxylic acids
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- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis technology of trimethylpyruvic acid. The synthesis technology comprises the following steps: (1) adding 250-350 kg of butanone and 250-350 kg of water in a reaction kettle, stirring and heating to the temperature of 50-80 DEG C and then insulating, dropwisely adding 800-1,000 kg of caustic soda liquid with the concentration of 30% within 5 hours, and then continuing reacting for 3 hours to obtain an aqueous solution containing an intermediate; and (2) adding 200-300 kg of potassium permanganate in the aqueous solution containing the intermediate, controlling the temperature to be 50-60 DEG C in the adding period, finishing addition of the potassium permanganate within 5 hours, continuing reacting for 3 hours, then filtering, collecting filtrate, regulating the pH of the filtrate to be equal to 1, extracting the filtrate with 500 kg of dichloromethane to obtain an organic layer, distilling the organic layer under the normal pressure until the temperature is equal to 100 DEG C, cooling until the temperature is 40 DEG C, slowly adding 280-320 kg of petroleum ether, carrying out stirring reaction for 5 hours at the controlled temperature of 5-10 DEG C, and centrifuging to obtain the product. Raw materials of the synthesis technology of the trimethylpyruvic acid are easy to get, the production cost is low, the whole synthesis technology is simple to operate, and an amplification experiment is facilitated.
Description
Technical field
The present invention relates to the synthesis technique of a kind of trimethyl acetone acid, belong to technical field of chemical synthesis.
Background technology
Trimethyl acetone acid is the intermediate of herbicide metribuzin, and metribuzin is interior suction selective herbicide, mainly by root absorption,
Stem, leaf also can absorb.Metribuzin be applicable to the crop fields such as Semen sojae atricolor, Rhizoma Solani tuber osi, Fructus Lycopersici esculenti, Herba Medicaginis, Germinatus Phragmitis, Caulis Sacchari sinensis prevent and kill off knotweed,
Herba Amaranthi tricoloris, Herba chenopodii, Caulis et Folium Brassicae junceae, Herba Ixeritis Denticulatae, Herba stellariae mediae, corn-bind, Herba Moslae, Herba Artemisiae annuae, Herba Bidentis Bipinnatae, Herba Setariae Viridis, Herba Commelinae, Herba Xanthii,
Annual broadleaved herb and the part annual gramineous weeds such as Herba Solani Nigri, Herba Digitariae, wild oat.Therefore, use trimethyl acetone acid raw
The market demand producing metribuzin is huge.
At present, the processing step producing trimethyl acetone acid is loaded down with trivial details, and process conditions are complicated.
Summary of the invention
The problem existed for above-mentioned prior art, the present invention provides the synthesis technique of a kind of trimethyl acetone acid, produces trimethyl
The technique of acetone acid is simply, easily realize, easy to operate.
To achieve these goals, the synthesis technique of a kind of trimethyl acetone acid that the present invention uses, its synthesis path is:
Comprise the following steps,
1) hydrolysis: add 250-350kg dichloro pinacolone and 250-350kg water in reactor, stirring heats up, and heats up
Being incubated after 50-80 DEG C, in 5h, dropping 800-1000kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping,
The aqueous solution of intermediate must be contained, standby；
2) oxidation reaction: to step 1) gained containing intermediate aqueous solution in be dividedly in some parts 200-300kg potassium permanganate, period
Temperature control 50-60 DEG C, adds potassium permanganate in 5h, terminate reaction after continuing reaction 3h, filters, collects filtrate, regulates filtrate
PH=1, obtains organic layer with 500kg dichloromethane extraction filtrate, by organic layer air-distillation to 100 DEG C, is cooled to 40 DEG C, slow
Slow addition stirs reaction 5h, centrifugal reaction solution at 280-320kg petroleum ether temperature control 5-10 DEG C, obtain product.
As improvement, described step 1) in dichloro pinacolone and water feed intake according to 1:1.
As improving further, step 1) in, in reactor, add 300kg dichloro pinacolone and 300kg water.
As improvement, described step 2) in add 250kg potassium permanganate in five batches.
As improvement, described step 2) in regulate filtrate pH=1 with concentrated hydrochloric acid.
As improvement, described step 2) middle addition petroleum ether 300kg.
Compared with prior art, the invention has the beneficial effects as follows:
1) present invention mainly uses dichloro pinacolone, liquid caustic soda, petroleum ether, and raw material is easy to get, and production cost is low, and whole synthesis work
Skill is simple to operate, and step is reasonable in design, it is simple to amplification test, and safety is high；
2) use potassium permanganate as catalyst, effectively facilitate reaction and carry out；
3) course of reaction is carried out in a kettle., is in closing space, preferably ensure that product yield.
Detailed description of the invention
For making the object, technical solutions and advantages of the present invention of greater clarity, below by embodiment, the present invention is entered
One step describes in detail.However, it should be understood that specific embodiment described herein is only in order to explain the present invention, it is not used to limit
The scope of the present invention processed.
Embodiment one
The synthesis technique of a kind of trimethyl acetone acid, comprises the following steps,
1) hydrolysis: add 250kg dichloro pinacolone and 250kg water in reactor, stirring heats up, is warming up to 50 DEG C
Rear insulation, in 5h, dropping 800kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping, must contain the water-soluble of intermediate
Liquid, standby；
2) oxidation reaction: to step 1) gained containing intermediate aqueous solution in be dividedly in some parts 200kg potassium permanganate, period temperature control
50 DEG C, in 5h, add potassium permanganate, after continuing reaction 3h, terminate reaction, filter, collect filtrate, regulate filtrate pH=1, use
500kg dichloromethane extraction filtrate obtains organic layer, by organic layer air-distillation to 100 DEG C, is cooled to 40 DEG C, is slowly added to 280kg
At petroleum ether temperature control 5 DEG C, stirring reaction 5h, centrifugal reaction solution, obtain product 190kg.
Embodiment two
The synthesis technique of a kind of trimethyl acetone acid, comprises the following steps,
1) hydrolysis: add 300kg dichloro pinacolone and 300kg water in 2000L enamel reaction still, stirring heats up, and rises
Temperature is incubated after 70 DEG C, and in 5h, dropping 1000kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping, in must containing
The aqueous solution of mesosome, standby；
2) oxidation reaction: to step 1) gained containing intermediate aqueous solution in add 250kg potassium permanganate in five batches, every batch adds
50kg, period temperature control 55 DEG C, add potassium permanganate in 5h, terminate reaction after continuing reaction 3h, filter, collect filtrate, use
Concentrated hydrochloric acid regulation filtrate pH=1, after mixing up pH, then obtains organic layer, by organic layer normal pressure with 500kg dichloromethane extraction filtrate
Distillation, to 100 DEG C, then is cooled to 40 DEG C, is slowly added to 300kg petroleum ether temperature control 8 DEG C stirring reaction 5h, centrifugal reaction solution,
Obtain product 200kg.
Embodiment three
The synthesis technique of a kind of trimethyl acetone acid, comprises the following steps,
1) hydrolysis: add 350kg dichloro pinacolone and 350kg water in reactor, stirring heats up, is warming up to 80 DEG C
Rear insulation, in 5h, dropping 1000kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping, must contain the water of intermediate
Solution, standby；
2) oxidation reaction: to step 1) points of ten batches addition 300kg potassium permanganate in the gained aqueous solution containing intermediate, every crowd of 30kg,
Period temperature control 60 DEG C, adds potassium permanganate in 5h, terminate reaction, filter, collect filtrate, use concentrated hydrochloric acid after continuing reaction 3h
Regulation filtrate pH=1, then obtain organic layer with 500kg dichloromethane extraction filtrate, by organic layer air-distillation to 100 DEG C, cooling
To 40 DEG C, it is slowly added at 320kg petroleum ether temperature control 10 DEG C stirring reaction 5h, centrifugal reaction solution, obtains product 190kg.
Embodiment four
The synthesis technique of a kind of trimethyl acetone acid, comprises the following steps,
1) hydrolysis: add 250kg dichloro pinacolone and 350kg water in reactor, stirring heats up, is warming up to 60 DEG C
Rear insulation, in 5h, dropping 900kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping, must contain the water-soluble of intermediate
Liquid, standby；
2) oxidation reaction: to step 1) add 300kg potassium permanganate in six batches in the gained aqueous solution containing intermediate, period is controlled
Temperature 55 DEG C, adds potassium permanganate in 5h, terminate reaction, filter, collect filtrate, regulate filtrate by acid solution after continuing reaction 3h
PH=1, then in the filtrate mixing up pH, add 500kg dichloromethane, extraction filtrate obtains organic layer, by organic layer air-distillation extremely
100 DEG C, it is cooled to 40 DEG C, is slowly added at 300kg petroleum ether temperature control 8 DEG C stirring reaction 5h, centrifugal reaction solution, obtains product
175kg。
Embodiment five
The synthesis technique of a kind of trimethyl acetone acid, comprises the following steps,
1) hydrolysis: add 300kg dichloro pinacolone and 350kg water in reactor, stirring heats up, is warming up to 80 DEG C
Rear insulation, in 5h, dropping 800kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping, must contain the water-soluble of intermediate
Liquid, standby；
2) oxidation reaction: to step 1) add 200kg potassium permanganate in four batches in the gained aqueous solution containing intermediate, period is controlled
Temperature 50 DEG C, adds potassium permanganate in 5h, terminate reaction, filter, collect filtrate after continuing reaction 3h, with concentrated hydrochloric acid regulation filter
Liquid pH=1, then in filtrate, add 500kg dichloromethane, extraction filtrate obtains organic layer, by organic layer air-distillation to 100 DEG C,
It is cooled to 40 DEG C, is slowly added to 280kg petroleum ether temperature control 8 DEG C stirring reaction 5h, centrifugal reaction solution, obtains product 190kg.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all spirit in the present invention and former
Any amendment, equivalent or the improvement etc. made within then, should be included within the scope of the present invention.
Claims (6)
1. the synthesis technique of a trimethyl acetone acid, it is characterised in that comprise the following steps,
1) hydrolysis: add 250-350kg dichloro pinacolone and 250-350kg water in reactor, stirring heats up, and heats up
Being incubated after 50-80 DEG C, in 5h, dropping 800-1000kg concentration is the liquid caustic soda of 30%, and liquid caustic soda continues reaction 3h after dripping,
The aqueous solution of intermediate must be contained, standby；
2) oxidation reaction: to step 1) gained containing intermediate aqueous solution in be dividedly in some parts 200-300kg potassium permanganate, period
Temperature control 50-60 DEG C, adds potassium permanganate in 5h, terminate reaction after continuing reaction 3h, filters, collects filtrate, regulates filtrate
PH=1, obtains organic layer with 500kg dichloromethane extraction filtrate, by organic layer air-distillation to 100 DEG C, is cooled to 40 DEG C, slow
Slow addition stirs reaction 5h, centrifugal reaction solution at 280-320kg petroleum ether temperature control 5-10 DEG C, obtain product.
The synthesis technique of a kind of trimethyl acetone acid the most according to claim 1, it is characterised in that described step 1) in
Dichloro pinacolone and water feed intake according to 1:1.
The synthesis technique of a kind of trimethyl acetone acid the most according to claim 2, it is characterised in that step 1) in, to
Reactor adds 300kg dichloro pinacolone and 300kg water.
The synthesis technique of a kind of trimethyl acetone acid the most according to claim 1, it is characterised in that described step 2) in
Add 250kg potassium permanganate in five batches.
The synthesis technique of a kind of trimethyl acetone acid the most according to claim 1, it is characterised in that described step 2) in
Filtrate pH=1 is regulated with concentrated hydrochloric acid.
The synthesis technique of a kind of trimethyl acetone acid the most according to claim 1, it is characterised in that described step 2) in
Add petroleum ether 300kg.
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| CN201610268720.5A CN105884606A (en) | 2016-04-26 | 2016-04-26 | Synthesis technology of trimethylpyruvic acid |
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| CN201610268720.5A CN105884606A (en) | 2016-04-26 | 2016-04-26 | Synthesis technology of trimethylpyruvic acid |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109293591A (en) * | 2018-10-26 | 2019-02-01 | 江苏七洲绿色化工股份有限公司 | A kind of preparation method of triazinone |
| CN109796322A (en) * | 2018-12-27 | 2019-05-24 | 南京红杉生物科技有限公司 | A kind of synthetic method of trimethyl pyruvic acid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4052460A (en) * | 1976-01-20 | 1977-10-04 | Bayer Aktiengesellschaft | Production of 3,3-dimethyl-2-oxo-butyric acid salt |
| CN1483715A (en) * | 2002-08-12 | 2004-03-24 | Process for preparation of 3, 3-dimethyl-2-oxo-butyric acid |
-
2016
- 2016-04-26 CN CN201610268720.5A patent/CN105884606A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4052460A (en) * | 1976-01-20 | 1977-10-04 | Bayer Aktiengesellschaft | Production of 3,3-dimethyl-2-oxo-butyric acid salt |
| CN1483715A (en) * | 2002-08-12 | 2004-03-24 | Process for preparation of 3, 3-dimethyl-2-oxo-butyric acid |
Non-Patent Citations (1)
| Title |
|---|
| 孙晓红等: "3，3-二甲基-2-氧代丁酸合成工艺开发研究", 《化学工程》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109293591A (en) * | 2018-10-26 | 2019-02-01 | 江苏七洲绿色化工股份有限公司 | A kind of preparation method of triazinone |
| CN109293591B (en) * | 2018-10-26 | 2020-11-10 | 江苏七洲绿色化工股份有限公司 | Preparation method of triazone |
| CN109796322A (en) * | 2018-12-27 | 2019-05-24 | 南京红杉生物科技有限公司 | A kind of synthetic method of trimethyl pyruvic acid |
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Application publication date: 20160824 |