CN106008175B - A kind of production method of trifluomethoxybenzene - Google Patents
A kind of production method of trifluomethoxybenzene Download PDFInfo
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- CN106008175B CN106008175B CN201610334830.7A CN201610334830A CN106008175B CN 106008175 B CN106008175 B CN 106008175B CN 201610334830 A CN201610334830 A CN 201610334830A CN 106008175 B CN106008175 B CN 106008175B
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- C07C41/01—Preparation of ethers
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Abstract
The present invention relates to a kind of production methods of aromatic compound, and in particular to a kind of production method of trifluomethoxybenzene.The production method is made of chlorination reaction, fluorination reaction and product separation process.This method is using methyl phenyl ethers anisole as starting material, chlorination reaction uses fluorine-containing aromatic hydrocarbons for solvent, solvent can not detach after reaction, and continue fluorination reaction with HF under proper condition, and the reaction product washing after fluorination reaction, layering, it removes a layer oil phase and is rectifying to obtain trifluoromethoxy benzo recycling design, gained trifluomethoxybenzene product purity is more than 99%, and yield is more than 95%, and chemical equation is as follows：
Description
Technical field
The invention belongs to organic synthesis technology field more particularly to a kind of production methods of aromatic compound, specifically relate to
And a kind of production method of trifluomethoxybenzene.
Background technology
Trifluomethoxybenzene can be applied in pesticide, medicine and liquid crystal.Make the doctor of Material synthesis with fluorinated organic compound
Medical instrument has many good qualities:It is high that the pharmacological property of drug, curative effect can such as be enhanced, and without other side effects, but also with persistence,
Oral good feature.In recent years, which is used widely.
《Organic fluoride industry》2nd phase in 2008, publication, " the property of trifluoromethoxy benzene derivative that Zhang Chao, Zang You are delivered
Matter, synthesis and application " proposes these types of method：1, it using methyl phenyl ethers anisole as substrate, is obtained through chlorination, fluorination reaction, 2, with trichlorine
Methoxybenzene is substrate, perfluorinated one-step synthesis, 3, synthesize by substrate and hydrogen fluoride, carbon tetrachloride reaction under high pressure of phenol, 4,
Using phenol as substrate and carbonyl difluoride, tetra sulfur chloride reaction synthesis.
Synthesis route is restricted by some factors such as the prices of raw materials, production safety reliability, product yields, raw material
Selling at exorbitant prices is then unfavorable for the reduction of large-scale industrial production cost, former using methyl phenyl ethers anisole as Material synthesis trifluomethoxybenzene
Material price is cheap, has certain cost advantage, is conducive to mass produce.
《Organic fluoride industry》The fourth phase in 2002, publication, Ma Zhijun, Xu Lihong deliver " trifluomethoxybenzene, to ammonia
Base trifluomethoxybenzene, to three kinds of compound synthesis of bromine trifluomethoxybenzene and research " propose, methyl phenyl ethers anisole is direct under illumination condition
Logical chlorine, experiment is no successful, and the reaction of generation is not pendant chlorine but phenyl ring chlorination, cannot get trichlorine metoxybenzene,
Using carbon tetrachloride as solvent, it is fluorinated obtained trifluomethoxybenzene again after Light chlorimation, but carbon tetrachloride has consumption to ozone layer, no
Conducive to environmental protection.
According to the discussion of patent US005773668A, chlorination side reaction on phenyl ring can occur for inappropriate solvent, and be not added with
Solvent also results in the generation of chlorination side reaction on ring, and the patent is existing to this conclusion clearly to be discussed.To reduce phenyl ring chlorine
Change side reaction, improve the yield of intermediate product trichlorine metoxybenzene, to improve the yield of target product trifluomethoxybenzene, needs
Want a kind of suitable solvent.
About the solvent prepared used in trichlorine metoxybenzene chlorination reaction, there are many open reports, such as four chlorinations
Carbon, glacial acetic acid, benzotrifluoride, chlorobenzotrifluoride, meta-chlorobenzotrifluoride, p-chloro benzo trifluoride-99,1,2- dichlorotrifluoroethanes, three
Chlorotoluene etc..As patent CN102120717A discloses a kind of method producing trichlorine metoxybenzene as solvent using chlorobenzene, benzene first
Ether is 1 with chlorobenzene molar ratio:2~6,120~130 DEG C of reaction temperature carries out chlorobenzene by rectifying after optical chlorinating reaction and returns
Receipts obtain trichlorine metoxybenzene.
Patent CN103553884A discloses a kind of production method of trifluomethoxybenzene, reaction use to dimethyl benzene for
Solvent is mixed with to dimethyl benzene as raw material using methyl phenyl ethers anisole or methyl phenyl ethers anisole, is passed through chlorine generation chlorination reaction and is obtained three chloromethanes
Oxygroup benzene and to two benzenyl trichlorides, removes solvent after chlorination reaction, trichlorine metoxybenzene and to two benzenyl trichlorides with it is anhydrous
Hydrogen fluoride occurs fluorination reaction, obtains trifluomethoxybenzene and to two trifluoromethyls under perfluor sulfonyl fluorine class catalysts conditions
Benzene, two trifluoromethylbenzene of by-product pair are recycled.The patent is using the method treated different things alike, raw material methyl phenyl ethers anisole and solvent mixing
Afterwards, chlorine being passed through under initiator effect to be reacted, quantity of solvent is certain in chlorination reaction process, and with reaction
It carries out raw material methyl phenyl ethers anisole concentration to decline, intermediate material trichloromethoxy benzene concentration increases, and the concentration ratio of material and solvent changes
It is larger, since decomposition of initiator is limited by half-life period, living radical uneven concentration in system is caused in reaction process, is held
It easily causes side reaction to increase, trifluomethoxybenzene yield is caused to decline.
Patent CN103553884A is mentioned that using benzotrifluoride and is played to two benzotrifluorides as solvent progress chlorination non-
Normal good solvent effect, but trichlorine metoxybenzene it is perfluorinated after to obtain the boiling point of trifluomethoxybenzene be 102 DEG C, benzotrifluoride
Boiling point is also 102 DEG C, and the two can not detach.Using methyl phenyl ethers anisole as raw material, when carrying out " treating different things alike " method chlorination reaction, reaction can be to ring
Upper chlorination carries out, and generates the by-product of chlorination on a large amount of rings, yield is caused to reduce.
Invention content
For overcome the deficiencies in the prior art, it is original that technical problem to be solved by the invention is to provide one kind with methyl phenyl ethers anisole
The method of material production trifluomethoxybenzene, this method have product purity height, high income, advantage at low cost.
The present invention in order to solve the above technical problems, finds solvent of the suitable solvent as chlorination reaction, the solvent is three
It is atent solvent in the production process of fluorine methoxyl group benzene, is not involved in reaction, and the material in solvent and production process is easy to point
From solvent recovery purity is high, and the rate of recovery is high, while solvent satisfaction recycles, and to reduce the solvent consumption in production, reduces
Production cost.Seek the chlorination side reaction on suitable initiator reduction phenyl ring, and find suitable feeding mode, solves primary
Property feed intake, when being commonly called as " treating different things alike " chlorination reaction, reaction can on ring chlorination carry out, generate the by-product of chlorination on a large amount of rings,
Yield is caused to reduce, consumption is high, problem of high cost.
Summary of the invention：The present invention uses fluorine-containing aromatic hydrocarbons for the solvent of chlorination reaction, and solvent for use is by one or more fluorine-containing
Aromatic hydrocarbons is formulated, and a kind of atent solvent is used as in the production process of trifluomethoxybenzene, is not involved in reaction, and thermostabilization
Property it is good, do not decompose under production conditions, solvent recovery purity is high, and the rate of recovery is high, and solvent meets the requirement recycled, in chlorination
The chlorination on phenyl ring is effectively reduced in reaction, is improved the yield of product, is reduced production cost.
Chlorination reactor is added in a part of solvent by the present invention, and residual solvent is uniformly mixed with raw material methyl phenyl ethers anisole, initiator,
Solvent can effectively dilute raw material methyl phenyl ethers anisole and initiator, and raw material and initiator mixture are ensured by being continuously added to reactor
Material concentration, number of free radical are uniform in reaction process, reduce chlorination reaction on phenyl ring, and reacting balance, easily controllable, peace
Full reliability is high.The present invention reduces phenyl ring by changing feed way come chlorination side reaction on the middle phenyl ring that solves disposably to feed intake
Upper chlorinated secondary product reduces cost to improve trifluomethoxybenzene product yield.
The present invention selects organic peroxide or azo-initiator, compound using one or two kinds of initiators, passes through choosing
Suitable half-life period is selected, to effectively reduce the usage amount of initiator, and is continuously added to react after solvent dilutes together with raw material
Device reduces the chlorination on phenyl ring, improves the yield of trifluomethoxybenzene to reduce the activation on phenyl ring.
Detailed description of the invention：
The specific technical solution of the present invention is as follows：
A kind of production method of trifluomethoxybenzene, using methyl phenyl ethers anisole as raw material, through chlorination reaction, fluorination reaction and product point
From process, following steps are specifically included：
(1) chlorination reaction：Use fluorine-containing aromatic hydrocarbons for solvent, solvent is divided into two parts, and a part of solvent is directly added into reaction
In device, another part solvent is uniformly mixed as diluent with methyl phenyl ethers anisole, initiator, and reactor is heated to after there is boiling reflux
It is passed through chlorine into the solvent of reactor, while will be continuously added to instead as the mixture of the solvent of diluent, raw material, initiator
It answers in device, intermediate product trichlorine metoxybenzene is made at 90~170 DEG C in control chlorination reaction temperature；It is described to be directly added into reaction
The addition of solvent in device and the mass ratio of methyl phenyl ethers anisole are 0.5: 1~2: 1；The dosage and benzene of the solvent as diluent
The mass ratio of methyl ether is 6:1~1:1, the dosage of the initiator and the mass ratio of methyl phenyl ethers anisole are (0.3~3): 10.
(2) fluorination reaction：Mixed material after chlorination reaction detaches solvent or regardless of exsolution agent, leads in autoclave
Enter HF and carry out fluorination reaction, control 85~115 DEG C of fluorination reaction temperature, reaction pressure is 0.1~3.0Mpa；
(3) product detaches：After fluorination reaction, reaction product is removed a layer oil phase, is obtained through rectifying after washing, being layered
To trifluoromethoxy benzo recycling design.
Its chemical equation is as follows：
, according to the invention it is preferred to, chlorination reaction solvent for use is matched by one or more fluorine-containing aromatic hydrocarbons in the step (1)
It makes；The fluorine-containing aromatic hydrocarbons is in benzotrifluoride, single chlorobenzotrifluoride, two chlorobenzotrifluorides, three chlorobenzotrifluorides
One kind or several arbitrary combinations.
, according to the invention it is preferred to, initiator used in chlorination reaction is organic peroxide class or idol in the step (1)
The combination of one or both of nitrogen class initiator；It is further preferred that the organic peroxide initiator is hexichol first
One kind in acyl peroxide, tertiary butyl cumyl peroxide, the azo-initiator are azodiisobutyronitrile, azo
One kind in two different heptonitriles.
, according to the invention it is preferred to, the temperature of the chlorination reaction is 100~150 DEG C.
After the completion of chlorination reaction, sampling analysis can obtain the trichlorine metoxybenzene of (yield) 97% or more, intermediate product
Trichlorine metoxybenzene is detached with solvent or is not detached.
, according to the invention it is preferred to, the fluorination reaction temperature be 90~110 DEG C, fluorination reaction pressure be 2.0~
3.0Mpa；Fluorination reaction rate of charge is that the molar ratio of trichlorine metoxybenzene and HF are 1:3~10, further preferably 1：3.1~
5。
, according to the invention it is preferred to, rectifying described in step (3) be rectification under vacuum, rectifying pressure -0.095~-
0.10Mpa；Trifluomethoxybenzene product purity is more than 99%, and yield is more than 95%, and solvent recovering rate is more than 95%, and purity is more than
99%, recovered solvent can reuse to chlorination reaction.
The analysis of reaction process of the present invention uses gas chromatography analysis method.
The beneficial effects of the invention are as follows:
1, using fluorine-containing aromatic hydrocarbons as the organic solvent prepared in trichlorine metoxybenzene chlorination reaction, the valence of used solvent
Lattice relative moderate, solvent recovering rate is high, and can reuse, and advantageously reduces production cost；
2, by selecting the initiator of suitable half-life period, a part of solvent dilution raw material methyl phenyl ethers anisole and initiator is used in combination, mixes
It is continuously added to reactor after conjunction, ensures that material concentration is uniform in reaction system, temperature control is steady, is conducive to side chain substitution and inhibits
Phenyl ring replaces, and effectively reduces the chlorination side reaction on phenyl ring, to improve the yield of product trifluomethoxybenzene, reduces former auxiliary material
Material consumption, reduces production cost, is well suited for industrialization large-scale production.
Specific implementation mode
Below by embodiment, the present invention will be further described, but protection scope of the present invention is not limited to this.
Raw materials used the present embodiment is commercial products.The analysis of reaction process uses gas chromatography analysis method.
The chemical equation of the present embodiment is as follows：
Embodiment 1
1, chlorination reaction
The addition pair in the reactor that 1000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
Chlorobenzotrifluoride solvent 150g opens stirring, is warming up to 139~140 DEG C, until when solvent flows back, leads to chlorine, starts to be added dropwise
The mixed solution of methyl phenyl ethers anisole 200g, p-chloro benzo trifluoride-99 solvent 600g and azodiisobutyronitrile initiator 10g, at 139~140 DEG C
It is lower to be added dropwise 12 hours or so, it is added dropwise to complete rear sampling analysis, when dichloro methoxybenzene is less than 0.3%, stops reaction, cooling.
2, fluorination reaction
Mixed solution 1134.5g obtained by chlorination reaction is added in 1L autoclaves, hydrogen fluoride 133.3g is added, is opened
Stirring, is warming up to 95 DEG C, 3~4h of insulation reaction under 2.8Mpa pressure.Stop reaction, sampling analysis.
3, product detaches
Reaction product is washed, is layered, removes a layer oil phase liquid rectifying.In -0.095Mpa~-0.1Mpa, 40 DEG C of conditions
Lower rectifying.Obtain solvent p-chloro benzo trifluoride-99 719.7g, purity 99.13%, solvent recovering rate 95.12%；Obtain trifluomethoxybenzene
286.38g, purity 99.95%, trifluomethoxybenzene yield 95.46%.
Embodiment 2
1, chlorination reaction
The addition pair in the reactor that 3000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
Chlorobenzotrifluoride solvent 450g opens stirring, 139~140 degrees Celsius is warming up to, until p-chloro benzo trifluoride-99 solvent flows back
When, lead to chlorine, starts that the mixed of methyl phenyl ethers anisole 600g, p-chloro benzo trifluoride-99 solvent 1200g and azodiisobutyronitrile initiator 30g is added dropwise
Solution is closed, is added dropwise 12 hours or so at 139~140 DEG C, rear sampling analysis is added dropwise to complete, dichloro methoxybenzene is less than 0.3%
When, stop reaction, cooling.
2, fluorination reaction
It is added to the mixed solution 2811.91g obtained by chlorination reaction in autoclave, hydrogen fluoride 400.0g is added, opens
Stirring, is warming up to 90 DEG C, 3~4h of insulation reaction under 2.5Mpa pressure.Stop reaction, sampling analysis.
3, product detaches
Reaction product is washed, is layered, removes a layer oil phase liquid rectifying.In -0.095Mpa~-0.1Mpa, 45 DEG C of conditions
Lower rectifying.Obtain solvent p-chloro benzo trifluoride-99 1582.17g, purity 99.23%, solvent recovering rate 95.15%；Obtain trifluoromethoxy
Benzene 857.97g, purity 99.92%, trifluomethoxybenzene yield 95.38%.
Embodiment 3
1, chlorination reaction
The addition pair in the reactor that 5000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
Chlorobenzotrifluoride solvent 1200g opens stirring, is warming up to 139~140 DEG C, until when p-chloro benzo trifluoride-99 solvent flows back, leads to
Chlorine, the mixing for starting to be added dropwise methyl phenyl ethers anisole 1600g, p-chloro benzo trifluoride-99 solvent 1600g and azodiisobutyronitrile initiator 80g are molten
Liquid is added dropwise 12 hours or so at 139~140 DEG C, is added dropwise to complete rear sampling analysis and stops when dichloro methoxybenzene is less than 0.3%
It only reacts, cools down.
2, fluorination reaction
It is added to the mixed solution 5921.31g obtained by chlorination reaction in autoclave, hydrogen fluoride 1100g is added, opens
Stirring, is warming up to 90 DEG C, the insulation reaction 3-4h under 2.6Mpa pressure.Stop reaction, sampling analysis.
3, Product recycling
Reaction product is washed, is layered, removes a layer oily liquids rectifying.In -0.095Mpa~-0.1Mpa, 50 DEG C of conditions
Lower rectifying.Obtain solvent 2682.38g, purity 99.51%, solvent recovering rate 95.33%；Trifluomethoxybenzene 2285.97g, it is pure
Degree 99.97%, trifluomethoxybenzene yield 95.27%.
Embodiment 4
1, chlorination reaction
The addition pair in the reactor that 2000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
Chlorobenzotrifluoride solvent 300g opens stirring, is warming up to 139~140 DEG C, until when solvent flows back, leads to chlorine, starts to be added dropwise
Methyl phenyl ethers anisole 200g, p-chloro benzo trifluoride-99 solvent 200g and initiator azobisisoheptonitrile 10g, the mixing of azodiisobutyronitrile 5g are molten
Liquid is added dropwise 12 hours or so at 139~140 DEG C, is added dropwise to complete rear sampling analysis and stops when dichloro methoxybenzene is less than 0.3%
It only reacts, cools down.
2, fluorination reaction
Mixed solution 894.8g obtained by chlorination reaction is added in 1L autoclaves, hydrogen fluoride 150g is added, unlatching is stirred
It mixes, is warming up to 90 DEG C, 3~4h of insulation reaction under 2.8Mpa pressure.Stop reaction, sampling analysis.
3, product detaches
Reaction product is washed, is layered, removes a layer oil phase liquid rectifying.In -0.095Mpa~-0.1Mpa, 40 DEG C of conditions
Lower rectifying.Obtain solvent p-chloro benzo trifluoride-99 483.6g, purity 99.4%, solvent recovering rate 96.72%；Obtain trifluomethoxybenzene
284.98g, purity 99.96%, trifluomethoxybenzene yield 95.04%.
Embodiment 5
1, chlorination reaction
The addition pair in the reactor that 1000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
Chlorobenzotrifluoride solvent 200g opens stirring, is warming up to 139~140 DEG C, until when solvent flows back, leads to chlorine, starts to be added dropwise
The mixed solution of methyl phenyl ethers anisole 200g, p-chloro benzo trifluoride-99 solvent 200g and initiator azobisisoheptonitrile 15g, at 139~140 DEG C
It is lower to be added dropwise 12 hours or so, it is added dropwise to complete rear sampling analysis, when dichloro methoxybenzene is less than 0.3%, stops reaction, cooling.
2, fluorination reaction
Mixed solution 798.4g obtained by chlorination reaction is added in 1L autoclaves, hydrogen fluoride 133.3g is added, is opened
Stirring, is warming up to 90 DEG C, 3~4h of insulation reaction under 2.8Mpa pressure.Stop reaction, sampling analysis.
3, product detaches
Reaction product is washed, is layered, removes a layer oil phase liquid rectifying.In -0.095Mpa~-0.1Mpa, 40 DEG C of conditions
Lower rectifying.Obtain solvent p-chloro benzo trifluoride-99 380.2g, purity 99.4%, solvent recovering rate 95.05%；Obtain trifluomethoxybenzene
286.13g, purity 99.91%, trifluomethoxybenzene yield 95.42%.
Embodiment 6
1, chlorination reaction
It is added in the reactor that 5000ml carries mechanical agitation, condenser pipe, thermometer, slotting bottom snorkel, drop tube
The mixed solvent of bis- chlorobenzotrifluoride of bis- chlorobenzotrifluoride of 600g 2,4- and 600g 3,4- opens stirring, it is warming up to 118~
119 DEG C, until when solvent flows back, lead to chlorine, starts that methyl phenyl ethers anisole 800g, 2,4-, bis- chlorobenzotrifluoride 1000g, 3,4- bis- is added dropwise
12 hours left sides are added dropwise in the mixed solution of chlorobenzotrifluoride 1000g and azodiisobutyronitrile initiator 80g at 118~119 DEG C
The right side is added dropwise to complete rear sampling analysis, when dichloro methoxybenzene is less than 0.3%, stops reaction, cooling.
2, fluorination reaction
It is added to the mixed solution 4771.82g obtained by chlorination reaction in autoclave, hydrogen fluoride 550g is added, unlatching is stirred
It mixes, is warming up to 90 DEG C, the insulation reaction 3-4h under 2.6Mpa pressure.Stop reaction, sampling analysis.
3, Product recycling
Reaction product is washed, is layered, removes a layer oily liquids rectifying.In -0.095Mpa~-0.1Mpa, 50 DEG C of conditions
Lower rectifying.Obtain solvent 3056.18g, purity 99.51%, solvent recovering rate 95.03%；Trifluomethoxybenzene 1140.1g, it is pure
Degree 99.95%, trifluomethoxybenzene yield 95.01%.
Embodiment 7
With embodiment 1, except that:Solvent uses benzotrifluoride, 103-104 DEG C of chlorination reaction temperature, chlorination reaction
After first isolate solvent benzotrifluoride, then be passed through hydrogen fluoride carry out fluorination reaction.It analyzes after testing, solvent benzotrifluoride
Purity 99.41%, solvent recovering rate 95.09%；Obtain the purity 99.89% of trifluomethoxybenzene, trifluomethoxybenzene yield
95.08%.
The foregoing is merely one of the preferred technical solution of the present invention, are not intended to limit the invention, all the present invention's
Any modification made by within technical solution embodies the principle of the present invention, should all be included in the protection scope of the present invention.
Claims (6)
1. a kind of production method of trifluomethoxybenzene is detached using methyl phenyl ethers anisole as raw material through chlorination reaction, fluorination reaction and product
Process is as follows：
(1) chlorination reaction：Use fluorine-containing aromatic hydrocarbons for solvent, solvent is divided into two parts, and a part of solvent is directly added into reactor,
Another part solvent is uniformly mixed as diluent with methyl phenyl ethers anisole, initiator；Reactor is heated to occurring after boiling reflux to anti-
It answers and is passed through chlorine in the solvent of device, while will be continuously added to react as the mixture of the solvent of diluent, methyl phenyl ethers anisole, initiator
In device, intermediate product trichlorine metoxybenzene is made at 90~170 DEG C in control chlorination reaction temperature；It is described to be directly added into reactor
The addition of interior solvent and the mass ratio of methyl phenyl ethers anisole are 0.5: 1~2: 1；The dosage of the solvent as diluent and benzene first
The mass ratio of ether is 6:1~1:1, the dosage of the initiator and the mass ratio of methyl phenyl ethers anisole are (0.3~3): 10；
The solvent is formulated by one or more fluorine-containing aromatic hydrocarbons；The fluorine-containing aromatic hydrocarbons is single chlorobenzotrifluoride, dichloro three
Toluene fluoride, one kind in three chlorobenzotrifluorides or several arbitrary combinations；
The initiator is the combination of one or both of organic peroxide class or azo-initiator；The organic peroxy
Compound class initiator is one kind in dibenzoyl peroxide, tertiary butyl cumyl peroxide；The azo causes
Agent is one kind in azodiisobutyronitrile, azobisisoheptonitrile；
(2) fluorination reaction：Mixed material after chlorination reaction detaches regardless of exsolution agent or first solvent, is passed through in autoclave
HF carries out fluorination reaction, controls 85~115 DEG C of fluorination reaction temperature, and reaction pressure is 0.1~3.0Mpa；
(3) product detaches：After fluorination reaction, reaction product removes a layer oil phase, is rectifying to obtain three after washing, being layered
Fluorine methoxyl group benzo recycling design.
2. the production method of the trifluomethoxybenzene as described in right wants 1, which is characterized in that mixed after the chlorination reaction
When closing material and first isolating solvent and carry out fluorination reaction again, the fluorine-containing aromatic hydrocarbons is benzotrifluoride.
3. the production method of trifluomethoxybenzene as described in claim 1, which is characterized in that the temperature of the chlorination reaction is
100~150 DEG C.
4. the production method of trifluomethoxybenzene as described in claim 1, which is characterized in that the fluorination reaction temperature is 90
~110 DEG C, fluorination reaction pressure is 2.0~3.0Mpa；Fluorination reaction rate of charge is that the molar ratio of trichlorine metoxybenzene and HF are
1:3~10.
5. the production method of trifluomethoxybenzene as described in claim 1, which is characterized in that the fluorination reaction rate of charge is
The molar ratio of trichlorine metoxybenzene and HF are 1：3.1~5.
6. the production method of trifluomethoxybenzene as described in claim 1, which is characterized in that rectifying described in step (3) is
Rectification under vacuum, -0.095~-0.10Mpa of rectifying pressure.
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| CN107151200B (en) * | 2017-06-07 | 2023-09-29 | 山东道可化学有限公司 | Continuous synthesis method and equipment for aromatic fluorine-containing compound |
| CN112079694A (en) * | 2019-06-14 | 2020-12-15 | 金凯(辽宁)化工有限公司 | Method for preparing trichloromethoxybenzene or derivatives thereof |
| CN112521254B (en) * | 2019-09-19 | 2024-05-17 | 金凯(辽宁)生命科技股份有限公司 | Preparation method of trifluoromethoxybenzene compound |
| CN111004095A (en) * | 2019-12-27 | 2020-04-14 | 大连奇凯医药科技有限公司 | Method for continuously/semi-continuously preparing trichloromethoxybenzene compounds |
| CN110937983A (en) * | 2019-12-27 | 2020-03-31 | 大连奇凯医药科技有限公司 | Method for producing trichloromethoxybenzene by using hexafluorobenzene as solvent |
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| US5773668A (en) * | 1997-02-24 | 1998-06-30 | Occidental Chemical Corporation | Method of making trichloromethoxybenzene |
| CN1156424C (en) * | 2001-06-07 | 2004-07-07 | 刘影 | Process for preparing trifluomethoxybenzene |
| CN103553884B (en) * | 2013-11-15 | 2015-03-25 | 金凯(辽宁)化工有限公司 | Method for preparing trifluoromethoxybenzene |
| CN105085202A (en) * | 2014-05-22 | 2015-11-25 | 刘世伟 | Synthetic method for trichloromethoxybenzene |
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