CN102557895A - Method for preparing trichlorine metoxybenzene - Google Patents
Method for preparing trichlorine metoxybenzene Download PDFInfo
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- CN102557895A CN102557895A CN2010106093228A CN201010609322A CN102557895A CN 102557895 A CN102557895 A CN 102557895A CN 2010106093228 A CN2010106093228 A CN 2010106093228A CN 201010609322 A CN201010609322 A CN 201010609322A CN 102557895 A CN102557895 A CN 102557895A
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- anisole
- trichlorine
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- chlorination reagent
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Abstract
The invention relates to a method for preparing trichlorine metoxybenzene. The preparation method comprises the following step of: introducing chlorine gas into metoxybenzene serving as a reactant and a chlorination reagent under the actions of heating and an initiator to obtain a product finally. The method has a simple, stable and reliable process and high production efficiency.
Description
Technical field
The present invention relates to a kind of method for preparing the trichlorine anisole.
Background technology
The trichlorine anisole is the important source material of producing Trifluoromethyl phenyl ether.Trifluoromethyl phenyl ether is the important intermediate of synthesizing new medicine, agricultural chemicals and dyestuff, especially on agricultural chemicals, can be used for the production of weedicide and sterilant, has the advantages that consumption is little, toxicity is low, drug effect is high.It simultaneously also is the midbody of functional material such as liquid crystal.The preparation method of trichlorine anisole is starting raw material with the anisole mainly, the chlorine radical generation substitution reaction that under illumination, produces, production trichlorine anisole.Concrete working method is to be raw material with the anisole, and under the illumination condition, in carbon tetrachloride solvent, logical chlorine carries out chlorination, production trichlorine anisole.The shortcoming of this method is to use tetracol phenixin to make solvent.Because tetracol phenixin is a kind of ODS; Be one of reagent of international convention Montreal Protocol on Substances that Deplete the Ozone Layer limit production and use; Require developed country to 1996 year superseded fully, developing country to 2010 year all stops using; Simultaneously HUMAN HEALTH there is harm.China has forbidden the tetracol phenixin clean-out system at present fully, simultaneously in the use that progressively replaces and forbid tetracol phenixin.Therefore the novel method of developing a kind of alternative tetracol phenixin production trichlorine anisole is extremely urgent.
The present invention mainly adopts chloride compound such as tetrachloroethane, pentaline, Sesquichloratum, two (trichloromethyl) carbonic ether, HEXACHLOROBUTADIENE to replace the present tetracol phenixin that uses as solvent and chlorination reagent; Can reduce the destruction of tetracol phenixin, reduce the healthy infringement of the person to ozonosphere.Because the boiling point substance of these alternative tetracol phenixin is higher than tetracol phenixin, can reduce the loss through volatilization in the reaction process, has reduced raw materials cost.Can satisfy simultaneously the needs of chemical reaction.
Summary of the invention
The object of the present invention is to provide a kind of method of production trichlorine anisole.The method of production trichlorine anisole is among the present invention, and anisole, an amount of initiator are added in the reaction kettle, adds chlorination reagent then, feeds chlorine, and reacting by heating under the normal pressure makes product trichlorine anisole.
Said chlorination reagent is tetrachloroethane, pentaline, Sesquichloratum, two (trichloromethyl) carbonic ether, HEXACHLOROBUTADIENE, is preferably two (trichloromethyl) carbonic ether.
Said initiator is cyclohexanone peroxide, BPO, tertbutyl peroxide, Diisopropyl azodicarboxylate, ABVN, is preferably Diisopropyl azodicarboxylate.
The mol ratio of chlorination reagent and anisole is 3-6:1, is preferably 3-5:1, more preferably 3.5-4:1.
The consumption of initiator is 0.01-0.08%, is preferably 0.01-0.06%, more preferably 0.02-0.03%.
Temperature of reaction is 85-180 ℃, is preferably 85-150 ℃, more preferably 90-100 ℃.
Reaction times is 2-15 hour, is preferably 2-8 hour, more preferably 2-3 hour.
The chlorination reagent that the present invention adopts mainly is in order to substitute tetracol phenixin; Reduce environmental pollution and to the injury of HUMAN HEALTH, the chlorination reagent that the present invention adopts obtains mainly due to its Industrial products easily; It is solid about 81-83 ℃ simultaneously; Be convenient to production operation, shortened the reaction times, reduced production cost and labour intensity.
Embodiment
Embodiment 1
With anisole 1mol, Diisopropyl azodicarboxylate 0.003mol, two (trichloromethyl) carbonic ether 4mol is heated to 85 ℃ under the normal pressure, feed excessive chlorine then, reacts 8 hours down at 85 ℃, obtains the trichlorine anisole.Productive rate 98%.
1HNMR(CCl
3D)δ6.77?ppm?(2H,d)，6.87ppm(1H,t)，7.05?ppm?(2H,t)。
Embodiment 2
With anisole 1mol, Diisopropyl azodicarboxylate 0.003mol, two (trichloromethyl) carbonic ether 4mol is heated to 120 ℃ under the normal pressure, feed excessive chlorine then, reacts 3 hours down at 120 ℃, obtains the trichlorine anisole.Productive rate 95%.
1HNMR(CCl
3D)δ6.75?ppm?(2H,d)，6.86ppm(1H,t)，7.04?ppm?(2H,t)。
Embodiment 3
With anisole 1mol, Diisopropyl azodicarboxylate 0.00135mol is heated to 85 ℃ under the tetrachloroethane 3.5mol, normal pressure, feed excessive chlorine then, reacts 5 hours down at 85 ℃, obtains the trichlorine anisole.Productive rate 96%.
1HNMR(CCl
3D)δ6.78?ppm?(2H,d)，6.88ppm(1H,t)，7.05?ppm?(2H,t)。
Embodiment 4
With anisole 1mol, BPO 0.0022mol is heated to 95 ℃ under the HEXACHLOROBUTADIENE 4.5mol, normal pressure, feed excessive chlorine then, reacts 4 hours down at 95 ℃, obtains the trichlorine anisole.Productive rate 95%.
1HNMR(CCl
3D)δ6.785ppm?(2H,d)，6.87ppm(1H,t)，7.06?ppm?(2H,t)。
Claims (6)
1. method for preparing the trichlorine anisole is characterized in that: anisole, an amount of initiator are added in the reaction kettle, add chlorination reagent then, feed chlorine, reacting by heating under the normal pressure makes product trichlorine anisole.
2. the method for preparing the trichlorine anisole according to claim 1 is characterized in that: the mol ratio of chlorination reagent and anisole is 3-6:1, is preferably 3-5:1, more preferably 3.5-4:1.
3. the method for preparing the trichlorine anisole according to claim 1 is characterized in that: temperature of reaction is 85-180 ℃, is preferably 85-150 ℃, more preferably 90-100 ℃.
4. the method for preparing the trichlorine anisole according to claim 1 is characterized in that: reaction times 2-15 hour, be preferably 2-8 hour, more preferably 2-3 hour.
5. according to the method for preparing the trichlorine anisole described in the claim 1 and 2, it is characterized in that: chlorination reagent is tetrachloroethane, pentaline, Sesquichloratum, two (trichloromethyl) carbonic ether, HEXACHLOROBUTADIENE, is preferably two (trichloromethyl) carbonic ether.
6. the method for preparing the trichlorine anisole according to claim 1 is characterized in that: the consumption of initiator is 0.01-0.08%, is preferably 0.01-0.06%, more preferably 0.02-0.03%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010106093228A CN102557895A (en) | 2010-12-28 | 2010-12-28 | Method for preparing trichlorine metoxybenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010106093228A CN102557895A (en) | 2010-12-28 | 2010-12-28 | Method for preparing trichlorine metoxybenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102557895A true CN102557895A (en) | 2012-07-11 |
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ID=46404676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010106093228A Pending CN102557895A (en) | 2010-12-28 | 2010-12-28 | Method for preparing trichlorine metoxybenzene |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105085202A (en) * | 2014-05-22 | 2015-11-25 | 刘世伟 | Synthetic method for trichloromethoxybenzene |
| WO2016125185A2 (en) | 2015-02-02 | 2016-08-11 | Srf Limited | Process for the preparation of 4-substituted-1-(trifluoromethoxy)benzene compounds |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390820A (en) * | 2001-06-07 | 2003-01-15 | 刘影 | Process for preparing trifluomethoxybenzene |
| CN102531421A (en) * | 2010-12-13 | 2012-07-04 | 北京金源化学集团有限公司 | Cement with low carbon dioxide emission and preparation method thereof |
-
2010
- 2010-12-28 CN CN2010106093228A patent/CN102557895A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390820A (en) * | 2001-06-07 | 2003-01-15 | 刘影 | Process for preparing trifluomethoxybenzene |
| CN102531421A (en) * | 2010-12-13 | 2012-07-04 | 北京金源化学集团有限公司 | Cement with low carbon dioxide emission and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105085202A (en) * | 2014-05-22 | 2015-11-25 | 刘世伟 | Synthetic method for trichloromethoxybenzene |
| WO2016125185A2 (en) | 2015-02-02 | 2016-08-11 | Srf Limited | Process for the preparation of 4-substituted-1-(trifluoromethoxy)benzene compounds |
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Application publication date: 20120711 |