CN101066917A - Process of preparing 3-trifluoromethyl benzoic acid - Google Patents
Process of preparing 3-trifluoromethyl benzoic acid Download PDFInfo
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Abstract
The process of preparing 3-trifluoromethyl benzoic acid includes the following steps: preparing meta-bis(trichloro methylbenzene) through the reaction of metaxylene and chlorine in meta-bis(trichloro methylbenzene) solvent under the action of initiator or photoinitiator; preparing meta-trichloromethyl trifloromethyl benzene through the fluoridation of meta-bis(trichloro methylbenzene) and hydrogen fluoride in the presence of catalyst, and preparing 3-trifluoromethyl benzoic acid through the hydrolysis reaction of meta-trichloromethyl trifloromethyl benzene in the presence of zinc-containing catalyst and water.
Description
Technical field
The present invention relates to the preparation method of 3-trifluoromethylbenzoic acid.
Background technology
The 3-trifluoromethylbenzoic acid is a kind of intermediate that using value is arranged very much, has been widely used in agricultural chemicals, medicine and field of fine chemical.
United States Patent (USP) (US305203,1962) disclosed with between the halo phenylfluoroform be raw material, carry out grignard reaction, with the carbonic acid gas effect, prepare the 3-trifluoromethylbenzoic acid again; But, owing to adopted grignard reaction, thereby cause this route production cost higher, and be unfavorable for mass production.
It is raw material that Chinese patent (CN1356306) has disclosed with the m-trifluoromethyl Benzyl Chloride, under initiator catalysis chlorination reaction takes place, the reaction that then in dilute solution of sodium hydroxide, is hydrolyzed, and with obtaining the 3-trifluoromethylbenzoic acid after the dilute hydrochloric acid acidifying.The main drawback of aforesaid method is: (1) raw material is difficult to be obtained, and costs an arm and a leg, and (2) hydrolysis reaction uses and is equivalent to 5 times of molar weights of m-trifluoromethyl trichloromethyl but the extremely rare sodium hydroxide solution (2.5-10%) of concentration; And then the 3-trifluoromethylbenzoic acid is separated out in very rare dilute hydrochloric acid (10%) acidifying of working concentration, cause the consumption of alkali, acid, water very big thus, and can produce a large amount of waste water, cause the industrialization cost very high thus, caused bigger burden also can for simultaneously technical process and wastewater treatment.
German Patent (DE3813452,1988) reported method be with between two trifluoromethylbenzenes be raw material, with 30% oleum reflux hydrolysis of 1.3 molar weights, obtain the 3-trifluoromethylbenzoic acid with 66% yield; The shortcoming of this method is to produce a large amount of spent acid, and contains a large amount of hydrofluoric acid in the exhausted water, and strict to equipment material, dibenzoic acid also influences product purity (product purity is 97.5%) between the byproduct of Sheng Chenging in addition.
Prior art for preparing 3-trifluoromethylbenzoic acid with high costs, and produced a large amount of waste water and waste liquid, be unfavorable for large-scale industrial production.
Summary of the invention
The purpose of this invention is to provide a kind of raw material and production cost economy, the waste water waste material is few, is fit to the method for preparing the 3-trifluoromethylbenzoic acid of large-scale commercial production.
The invention provides a kind of method of the 3-of preparation trifluoromethylbenzoic acid, this method may further comprise the steps: make a trichloromethyl trifluoromethylbenzene under the effect that contains zinc catalyst and water, hydrolysis reaction obtains the 3-trifluoromethylbenzoic acid, and its reaction formula is as follows:
In a preferred embodiment, the described zinc catalyst that contains is to be selected from zinc acetate, two water zinc acetates, zinc chloride, zinc bromide, zinc iodide, zinc sulphide, zinc sulfate, zinc nitrate, zinc carbonate, zinc subcarbonate, zinc hydroxide and the zinc oxide one or more.Be more preferably, the described zinc catalyst that contains is selected from zinc acetate, two water zinc acetates or its combination.
In a preferred embodiment, described catalyst consumption be between the 0.1-50 weight % of trichloromethyl trifluoromethylbenzene.Be more preferably, described catalyst consumption be between the 1-10 weight % of trichloromethyl trifluoromethylbenzene.
In a preferred embodiment, the consumption of described water be between 2-50 times of molar weight of trichloromethyl trifluoromethylbenzene.Be more preferably, the consumption of described water be between 2-10 times of molar weight of trichloromethyl trifluoromethylbenzene.
In a preferred embodiment, described hydrolysising reacting temperature is in 100-240 ℃ scope.Be more preferably, described hydrolysising reacting temperature is in 120-150 ℃ scope.
In a preferred embodiment, a trichloromethyl trifluoromethylbenzene carries out fluoridation by two benzenyl trichlorides between making and hydrogen fluoride and makes in the presence of catalyzer, and its reaction formula is as follows:
Be more preferably, the catalyzer of described fluoridation is an antimony pentachloride.
Preferably, the catalyst levels of described fluoridation be between the 0.05-5 weight % of two benzenyl trichlorides; Be more preferably, described catalyst consumption be between the 0.25-1.0 weight % of two benzenyl trichlorides.
Preferably, the temperature of described fluoridation is in 30-120 ℃ scope.Be more preferably, described fluorination reaction temperature is in 50-70 ℃ scope.
Preferably, described hydrofluoric consumption be between 2-4 times of molar weight of two benzenyl trichlorides.Be more preferably, hydrofluoric consumption be between 2.8-3 times of molar weight of two benzenyl trichlorides.
Preferably, feeding described hydrogen fluoride is batch-wise or disposable.Be more preferably, divide with 1.5 times of molar weights, 1.0 times of molar weights and 0.5 times of molar weight to feed hydrogen fluoride three times.
In a preferred embodiment, described two benzenyl trichloride is solvent by being raw material with the m-xylene with two benzenyl trichloride, and with the chlorine reaction preparation and get, its reaction formula is as follows under initiator or light-initiated effect:
Preferably, the mol ratio of a m-xylene and two benzenyl trichloride is 0.1-10: 1.Be more preferably, the mol ratio of a m-xylene and two benzenyl trichloride is at 0.5-5: in 1 the scope.Again preferably, the mol ratio of a m-xylene and two benzenyl trichloride is at 1-4: in 1 the scope.
Preferably, described initiator is to be selected from one or more of Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), 2,2'-Azobis(2,4-dimethylvaleronitrile), azo two cyclohexanenitriles and benzoyl peroxide.
Preferably, described light-initiated employing UV-light is carried out.
Preferably, the consumption of described chlorine is a 6-12 times of molar weight of m-xylene.Be more preferably, the consumption of chlorine is a 6-8 times of molar weight of m-xylene.
Preferably, the temperature of described chlorination reaction is in 60-240 ℃ scope.Be more preferably, the temperature of chlorination reaction is in 80-150 ℃ scope.
Embodiment
The contriver finds through the further investigation back, by being raw material with the m-xylene, through three-step reactions such as chlorination reaction, controlled fluoridation, catalytic hydrolysis reactions, can make the 3-trifluoromethylbenzoic acid.On this basis, the contriver has finished the present invention.
Should be appreciated that and since between two benzenyl trichlorides (intermediate compound I) and a trichloromethyl trifluoromethylbenzene (intermediate II) be known compound, therefore, also can begin preparation with these two kinds of intermediates as raw material respectively, obtain 3-trifluoromethylbenzoic acid product.
Below respectively three-step reaction is elaborated.
Chlorination reaction
Chlorination reaction is to be raw material with the m-xylene, is solvent with two benzenyl trichloride, under initiator or the light-initiated effect and chlorine reaction prepare between two benzenyl trichlorides (intermediate compound I), its reaction formula is as follows:
Reactant is a m-xylene and two benzenyl trichloride, and both are preferably 0.1-10 at mol ratio: 1, and 0.5-5 more preferably: 1,1-4 preferably again: 1, most preferably be 3: 1.
The initiator that uses such as but not limited to: Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), 2,2'-Azobis(2,4-dimethylvaleronitrile), azo two cyclohexanenitriles, benzoyl peroxide etc., also available light causes chlorination reaction, is preferably UV-light.
The temperature of chlorination reaction is preferably 60-240 ℃, more preferably 80-150 ℃, most preferably is 120-140 ℃.Under this temperature, can obtain faster reaction speed and produce tar seldom.
The reaction times of chlorination reaction, there is no particular restriction, and those skilled in the art can determine the reaction times according to feed intake what and reaction conditions, and preferably, the reaction times is in 5-100 hour.
Preferably, after chlorination reaction finishes, degassing back underpressure distillation, the cut of 154-158 ℃/10mmHg of collection (document: 165-169 ℃/12mmHg, United States Patent (USP) 2132361,1935), the productive rate of chlorination reaction is 70-92%, product purity is generally 92-98%.
Fluoridation
Fluoridation is that two benzenyl trichlorides (intermediate compound I) carry out fluoridation with hydrogen fluoride between making in the presence of catalyzer, obtains a trichloromethyl trifluoromethylbenzene (intermediate II), and its reaction formula is as follows:
In the fluoridation, catalyst system therefor is preferably antimony pentachloride.Catalyst consumption preferably between the 0.05-5 weight % of two benzenyl trichlorides, more preferably 0.25-1.0 weight %.
The temperature of fluoridation preferably in 30-120 ℃ scope, is more preferably 50-70 ℃.
2-4 times of molar weight of two benzenyl trichlorides between hydrofluoric feeding amount is preferably, more preferably 2.8-3.0 times of molar weight can farthest be converted into intermediate II with intermediate compound I under this consumption.Hydrogen fluoride can feed in batches, also can disposablely feed.Particularly preferably be, divide three feedings with 1.5 times of molar weights, 1.0 times of molar weights and 0.5 times of molar weight; After having led to hydrogen fluoride, made it reach molecular balance in insulation reaction 0.5-24 hour at every turn.
The reaction times of fluoridation, there is no particular restriction, and those skilled in the art can determine the reaction times according to feed intake what and reaction conditions, and preferably, the reaction times is in 2-60 hour.
After fluoridation finishes, reaction solution is transferred in the dilute alkaline soln, washing separatory after drying filters, rectifying under the reduced pressure then, collect the cut of 106-108 ℃/30mmHg (document: 90 ℃/13mmHg, United States Patent (USP) 4079089,1978), the productive rate of fluoridation is 52-60%, product purity 〉=99.5%.
Hydrolysis reaction
Hydrolysis reaction is to make a trichloromethyl trifluoromethylbenzene under the effect that contains zinc catalyst and water, and hydrolysis obtains the 3-trifluoromethylbenzoic acid, and its reaction formula is as follows:
In hydrolysis reaction, preferably water droplet is added to heat between trichloromethyl trifluoromethylbenzene and catalytic amount contain in the mixed solution of zinc catalyst (especially preferably zinc acetate), prepare the 3-trifluoromethylbenzoic acid.
Contain zinc catalyst such as but not limited to zinc acetate, two water zinc acetates, zinc chloride, zinc bromide, zinc iodide, zinc sulphide, zinc sulfate, zinc nitrate, zinc carbonate, zinc subcarbonate, zinc hydroxide, zinc oxide etc.
The catalyst levels of hydrolysis reaction is preferably the 0.1-50 weight % of a trichloromethyl trifluoromethylbenzene, more preferably 1-10 weight %.
The temperature of hydrolysis reaction preferably in 100-240 ℃ scope, more preferably 120-150 ℃.
The consumption of described water be between 2-50 times of molar weight of trichloromethyl trifluoromethylbenzene, be more preferably 2-10 times of molar weight.Especially preferably, drip the water of about two molar equivalents during hydrolysis reaction earlier, and then add excessive water.
The reaction times of hydrolysis reaction, there is no particular restriction, and those skilled in the art can determine the reaction times according to feed intake what and reaction conditions, and preferably, the reaction times, reaction was finished, and obtains the 3-trifluoromethylbenzoic acid in 4-60 hour.
The purifying of 3-trifluoromethylbenzoic acid is to utilize itself water insoluble and character that its sodium salt is soluble in water, the 3-trifluoromethylbenzoic acid is dissolved in the aqueous sodium hydroxide solution, remove nearly all organic impurity by organic solvent extraction, the 3-trifluoromethylbenzoic acid that the back obtains based on very high purity (can up to 99.9%) is filtered in acidifying then.
More specifically, will contain the reaction solution cooled and filtered of 3-trifluoromethylbenzoic acid product after reaction is finished, filter cake is dissolved in the sodium hydroxide solution.The water organic solvent washing, organic solvent can be such as but not limited to: chloroform, methylene dichloride, ethylene dichloride, ethyl acetate etc., water are extremely acid with hcl acidifying again.Filter back filter cake oven dry and promptly get 3-trifluoromethylbenzoic acid III.Productive rate is 60-81%, fusing point: 106.0-106.2 ℃ (reporting that the fusing point of the 3-trifluoromethylbenzoic acid of purity 99% is 105-106 ℃ among the Aldrich handbook P1662 of 2000-2001 version), product purity 〉=99.9%.
Major advantage of the present invention is as follows:
(1) technical process of the inventive method is easy to control, react completely, and the yield height, the target product purity height for preparing, steady quality meets the service requirements as agricultural chemicals or medicine intermediate fully.
(2) used raw material and the reagent of the inventive method is cheap, specifically, stock yard dimethylbenzene is cheap, chlorine and hydrogen fluoride all are low-cost basic chemical raw materials, the used catalyzer two water zinc acetates of fluoridation catalyst system therefor antimony pentachloride and hydrolysis reaction are common raw material, low price, and consumption is few.
(3) it is few to produce waste liquid in each step reaction of the present invention, and large-scale commercial production also is convenient in the minimizing environmental pollution that not only reduces cost very much.
Below in conjunction with specific embodiment, further set forth the present invention.Should be understood that these embodiment only to be used to the present invention is described and be not used in and limit the scope of the invention.The experimental technique of unreceipted actual conditions in the following example usually according to normal condition, or carries out according to the condition that manufacturer advises.Unless otherwise indicated, otherwise all umbers are molar part, and all per-cents are weight percentage.
Embodiment 1
Between the preparation of two benzenyl trichlorides
After two benzenyl trichlorides between 563 molar part and 1689 molar part m-xylenes are mixed, with temperature rise to 120 in the reactor ℃, open ultraviolet lamp then, feed chlorine, keep 120-140 ℃ of reactor temperature, reaction was carried out 30 hours.Learn that by the gas chromatograph analysis content of dichloromethyl benzenyl trichloride is lower than 0.5% between the intermediate of chlorination reaction.Record by the GC-MS method, reaction product be between two benzenyl trichlorides.
The decompression degassing is carried out underpressure distillation with reaction solution, collects the cut of 154-158 ℃/10mmHg, and two benzenyl trichlorides are 2068 parts between getting, and the productive rate of chlorination reaction is 89.3%, and the purity of two benzenyl trichloride is 97.2%.
Embodiment 2-9
Between the preparation of two benzenyl trichlorides
Carry out according to the mode identical with embodiment 1, different is that temperature of reaction, proportioning raw materials and reaction times are as shown in table 1.High boiling material content between table 1 also shows in the productive rate of two benzenyl trichlorides, purity and the products therefrom.
In addition, embodiment 8 uses the Diisopropyl azodicarboxylate (in the weight of m-xylene) of 2 weight % to replace ultraviolet to cause as initiator.
Embodiment 9 uses the benzoyl peroxide (in the weight of m-xylene) of 2 weight % to replace ultraviolet to cause as initiator.
Table 1
| Embodiment number | Temperature of reaction (℃) | Material molar ratio (m-xylene: two trichlorotoluene zotrichloride) | Reaction times (h) | Productive rate (%) | Purity (wt%) | High boiling material content (wt%) |
| 2 | 80-100 | 3∶1 | 90 | 75 | 95 | 3.5 |
| 3 | 100-120 | 3∶1 | 64 | 81 | 96 | 3.0 |
| 4 | 140-160 | 3∶1 | 30 | 70 | 92 | 7.5 |
| 5 | 120-140 | 1∶1 | 32 | 92 | 98 | 1.7 |
| 6 | 120-140 | 2∶1 | 34 | 90 | 97 | 2.5 |
| 7 | 120-140 | 4∶1 | 40 | 83 | 94 | 5.0 |
| 8 | 120-140 | 3∶1 | 60 | 76 | 92 | 8.4 |
| 9 | 120-140 | 3∶1 | 72 | 72 | 92 | 9.8 |
Embodiment 10
Between the preparation of trichloromethyl trifluoromethylbenzene
Two benzenyl trichlorides between 500 molar part with after 0.5wt% antimony pentachloride (in two benzenyl trichloride) mixes, with temperature rise to 60 in the reactor ℃, are stirred half an hour, feed 750 molar part hydrogen fluoride earlier, lead to back stirring half an hour under 50-70 ℃; Feed 500 molar part hydrogen fluoride again, led to the back and stirred half an hour down at 50-70 ℃; Feed 250 molar part hydrogen fluoride again, led to the back and stirred 4 hours down at 50-70 ℃, reaction finishes.Learn that by the gas chromatograph analysis content of stock yard two benzenyl trichlorides is lower than 20%.Record by the GC-MS method, reaction product be between the trichloromethyl trifluoromethylbenzene.
Then reaction solution is transferred in the sodium hydroxide solution that contains 500 part of 5% weight, stirs separatory after half an hour, organic phase is transferred in the rectifying still after with the anhydrous magnesium sulfate drying after-filtration.Collect the cut of 106-108 ℃/30mmHg, obtain 265 parts of trichloromethyl trifluoromethylbenzenes, the productive rate of fluoridation is 53%, and the purity of a trichloromethyl trifluoromethylbenzene is 99.6%.
Embodiment 11-17
Between the preparation of trichloromethyl trifluoromethylbenzene
Carry out according to the mode identical with embodiment 10, different is that hydrogen fluoride consumption, catalyst levels, temperature of reaction and reaction times are as shown in table 2 below.Table 2 also shows the weight percent of middle two benzenyl trichlorides of reaction product and a trichloromethyl trifluoromethylbenzene.
Table 2
| Embodiment number | Hydrogen fluoride: the molar ratio of two benzenyl trichloride | Catalyst levels (wt%) | Temperature of reaction (℃) | Reaction times (h) | Between two benzenyl trichlorides (wt%) | Between trichloromethyl trifluoromethylbenzene (wt%) |
| 11 | 2.0 | 0.5 | 50-70 | 7 | 35 | 41 |
| 12 | 2.8 | 0.5 | 50-70 | 7 | 19 | 54 |
| 13 | 4.0 | 0.5 | 50-70 | 7 | 8 | 46 |
| 14 | 3.0 | 0.2 | 50-70 | 12 | 18 | 55 |
| 15 | 3.0 | 1.0 | 50-70 | 7 | 16 | 56 |
| 16 | 3.0 | 0.5 | 30-50 | 16 | 17 | 56 |
| 17 | 3.0 | 0.5 | 70-90 | 7 | 14 | 55 |
Embodiment 18
The preparation of 3-trifluoromethylbenzoic acid
With trichloromethyl trifluoromethylbenzene between 200 parts with after 5wt% two water zinc acetates (in a weight of trichloromethyl trifluoromethylbenzene) mix, with temperature rise to 140 in the reactor ℃, at first slowly drip 400 parts of water, dripped off in about 12-18 hour, add 1000 parts of water then.Learn that by the gas chromatograph analysis content of stock yard trichloromethyl trifluoromethylbenzene is lower than 0.5%.Record by the GC-MS method, reaction product is the 3-trifluoromethylbenzoic acid.
Reaction product is cooled to the room temperature after-filtration, filter cake joins after with 100 parts of water washings and contains in 250 parts of sodium hydroxide and the 1000 parts of aqueous solution, stir make the solid dissolving after, add 200 parts of methylene dichloride, stir separatory after half an hour, after water is used 100 parts of washed with dichloromethane once more, to PH=3, filter with hcl acidifying, filter cake with 200 parts of water washings after, oven dry obtains 160 parts of 3-trifluoromethylbenzoic acids, fusing point: 106.0-106.2 ℃, product purity 99.9% under 60 ℃.The productive rate of hydrolysis reaction is 80%,
Embodiment 19-27
The preparation of 3-trifluoromethylbenzoic acid
Carry out according to the mode identical with embodiment 18, different is that catalyst levels, temperature of reaction and reaction times are as shown in table 3.Table 3 also show in the reaction product between the weight percentage of trichloromethyl trifluoromethylbenzene, and the product yield of 3-trifluoromethylbenzoic acid.
Table 3
| Embodiment number | Catalyzer | Catalyst levels (wt%) | Water: the mol ratio of a trichloromethyl trifluoromethylbenzene | Temperature of reaction (℃) | Reaction times (h) | Between trichloromethyl trifluoromethylbenzene (wt%) | Product yield (%) |
| 19 | Two water zinc acetates | 1.0 | 5∶1 | 140-150 | 38 | 5.5 | 60 |
| 20 | Two water zinc acetates | 2.5 | 7∶1 | 140-150 | 24 | 1.0 | 72 |
| 21 | Two water zinc acetates | 10 | 5∶1 | 140-150 | 10 | 0.2 | 81 |
| 22 | Two water zinc acetates | 5 | 5∶1 | 120-130 | 20 | 1.5 | 78 |
| 23 | Two water zinc acetates | 5 | 5∶1 | 110-120 | 24 | 3.0 | 75 |
| 24 | Two water zinc acetates | 5 | 5∶1 | 150-160 | 10 | 0.2 | 76 |
| 25 | Zinc acetate | 5 | 5∶1 | 140-150 | 24 | 0.2 | 80 |
| 26 | Zinc chloride | 5 | 10∶1 | 140-150 | 24 | 0.8 | 73 |
| 27 | Zinc carbonate | 5 | 2∶1 | 140-150 | 24 | 3.2 | 65 |
All quote in this application as a reference at all documents that the present invention mentions, just quoted as a reference separately as each piece document.Should be understood that in addition those skilled in the art can make various changes or modifications the present invention after having read above-mentioned teachings of the present invention, these equivalent form of values fall within the application's appended claims institute restricted portion equally.
Claims (10)
1. method for preparing the 3-trifluoromethylbenzoic acid, this method may further comprise the steps: make a trichloromethyl trifluoromethylbenzene under the effect that contains zinc catalyst and water, hydrolysis reaction obtains the 3-trifluoromethylbenzoic acid, and its reaction formula is as follows:
2. the method for claim 1, it is characterized in that the described zinc catalyst that contains is to be selected from zinc acetate, two water zinc acetates, zinc chloride, zinc bromide, zinc iodide, zinc sulphide, zinc sulfate, zinc nitrate, zinc carbonate, zinc subcarbonate, zinc hydroxide and the zinc oxide one or more;
Be more preferably, the described zinc catalyst that contains is selected from zinc acetate, two water zinc acetates or its combination.
3. the method for claim 1 is characterized in that, described catalyst consumption be between the 0.1-50 weight % of trichloromethyl trifluoromethylbenzene;
Be more preferably, described catalyst consumption be between the 1-10 weight % of trichloromethyl trifluoromethylbenzene.
4. the method for claim 1 is characterized in that, the consumption of described water be between 2-50 times of molar weight of trichloromethyl trifluoromethylbenzene;
Be more preferably, the consumption of described water be between 2-10 times of molar weight of trichloromethyl trifluoromethylbenzene.
5. the method for claim 1 is characterized in that, described hydrolysising reacting temperature is in 100-240 ℃ scope;
Be more preferably, described hydrolysising reacting temperature is in 120-150 ℃ scope.
6. the method for claim 1 is characterized in that, a trichloromethyl trifluoromethylbenzene carries out fluoridation by two benzenyl trichlorides between making and hydrogen fluoride and makes in the presence of catalyzer, and its reaction formula is as follows:
7. method as claimed in claim 6 is characterized in that, the catalyzer of described fluoridation is an antimony pentachloride;
And/or
The catalyst levels of described fluoridation be between the 0.05-5 weight % of two benzenyl trichlorides;
Be more preferably, described catalyst consumption be between the 0.25-1.0 weight % of two benzenyl trichlorides;
And/or
The temperature of described fluoridation is in 30-120 ℃ scope;
Be more preferably, described fluorination reaction temperature is in 50-70 ℃ scope;
And/or
Described hydrofluoric consumption be between 2-4 times of molar weight of two benzenyl trichlorides;
Be more preferably, hydrofluoric consumption be between 2.8-3 times of molar weight of two benzenyl trichlorides;
And/or
Feeding described hydrogen fluoride is batch-wise or disposable;
Be more preferably, divide with 1.5 times of molar weights, 1.0 times of molar weights and 0.5 times of molar weight to feed hydrogen fluoride three times.
8. as claim 6 or 7 described methods, it is characterized in that described two benzenyl trichloride is solvent by being raw material with the m-xylene with two benzenyl trichloride, with the chlorine reaction preparation and get, its reaction formula is as follows under initiator or light-initiated effect:
9. method as claimed in claim 8 is characterized in that, the mol ratio of a m-xylene and two benzenyl trichloride is 0.1-10: 1;
Be more preferably, the mol ratio of a m-xylene and two benzenyl trichloride is at 0.5-5: in 1 the scope;
Again preferably, the mol ratio of a m-xylene and two benzenyl trichloride is at 1-4: in 1 the scope;
And/or
Described initiator is to be selected from one or more of Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), 2,2'-Azobis(2,4-dimethylvaleronitrile), azo two cyclohexanenitriles and benzoyl peroxide;
And/or
Described light-initiated employing UV-light is carried out;
And/or
The consumption of described chlorine is a 6-12 times of molar weight of m-xylene;
Be more preferably, the consumption of chlorine is a 6-8 times of molar weight of m-xylene.
10. method as claimed in claim 8 is characterized in that the temperature of described chlorination reaction is in 60-240 ℃ scope.
Be more preferably, the temperature of chlorination reaction is in 80-150 ℃ scope.
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| CN106928044A (en) * | 2017-03-21 | 2017-07-07 | 上海康鹏科技有限公司 | A kind of preparation method of fluoro phenylacetic acid |
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| CN108794320B (en) * | 2017-04-28 | 2020-04-14 | 浙江天宇药业股份有限公司 | Preparation method of 2,4, 5-trifluorophenylacetic acid |
| CN107417509A (en) * | 2017-05-24 | 2017-12-01 | 上海康鹏科技有限公司 | A kind of preparation method of phenylacetic acid compound |
| CN114195635A (en) * | 2021-11-30 | 2022-03-18 | 江西永通科技股份有限公司 | Synthesis method of o-trifluoromethyl benzoyl chloride |
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