CN103483188A - Novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid - Google Patents
Novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid Download PDFInfo
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- CN103483188A CN103483188A CN201310440994.4A CN201310440994A CN103483188A CN 103483188 A CN103483188 A CN 103483188A CN 201310440994 A CN201310440994 A CN 201310440994A CN 103483188 A CN103483188 A CN 103483188A
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- chloro
- trifluorine
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- benzoic
- chlorine
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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
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
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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
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid. In the presence of a phase transfer catalyst, a reaction between m-hydroxybenzoic acid and a 30% water solution of an alkali oxide is carried out in a toluene solvent to generate a salt, the condensation reaction between the product and 3,4-dichlorine trifluorine toluene in a xylene solvent to generate 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid.
Description
Technical field
The invention belongs to technical field of pesticide, relate in particular to a kind of new synthetic process of ethoxyfen-ethyl intermediate.
Background technology
It is mainly by m-Salicylic acid and 3 that current domestic report synthesizes the benzoic method of 3-(2-chloro-trifluoromethyl phenoxy), 4-bis-chlorobenzotrifluoride reactions generate, all first m-Salicylic acid and alkalimetal oxide to be reacted to generation salt in methyl alcohol or DMSO solvent, and then under acid binding agent exists and 3,4-bis-chlorobenzotrifluoride condensations generate 3-(2-chloro-trifluoromethyl phenoxy) phenylformic acid.This technique the first step salify speed is slow, insufficient, thereby second step also needs acid binding agent to exist, and yield is not high, and solvent DMSO price is more expensive simultaneously.
Summary of the invention
Purpose of the present invention, be to provide the benzoic new synthetic process of a kind of 3-(2-chloro-trifluoromethyl phenoxy), novel process adopts a kind of phase-transfer catalyst and dimethylbenzene as solvent, Reaction time shorten, reduce energy consumption, product quality and total recovery all reach more than 96%.
Its technical scheme is: adopt a kind of phase-transfer catalyst, under catalyzer exists, first m-Salicylic acid and the 30% alkalimetal oxide aqueous solution are reacted to generation salt in solvent toluene, and then, directly with 3, the condensation in solvent xylene of 4-bis-chlorobenzotrifluorides generates 3-(2-chloro-trifluoromethyl phenoxy) phenylformic acid.
Its technique effect is: adopt phase-transfer catalyst, Reaction time shorten, reduce energy wastage, do not need to use acid binding agent, product yield and quality are higher, and this catalyzer need not and separated from solvent, recycled, use the xylene solvent that price is more cheap simultaneously, reduce production costs, make post-reaction treatment be easy to carry out.
Embodiment
Below in conjunction with specific embodiment, synthesis technique of the present invention is elaborated.But do not limit thus the present invention.
In being housed, drops into the 500ml four-hole boiling flask of thermometer, agitator, condenser and division box m-Salicylic acid 0.2mol, 30% aqueous sodium hydroxide solution 0.42mol, the mixed solution of toluene 80mL and catalyzer 50mL, after stirring 0.5h, the reflux dehydration, after finished off water, add 150mL dimethylbenzene, heating recovery toluene.Then drip 3 at 110 ℃, 4-bis-chlorobenzotrifluorides (0.23mol), drip off and slowly be warming up to 140 ℃ afterwards, reaction 5-6h, detection reaction liquid m-Salicylic acid content is less than 0.2%, but stopped reaction, reaction finishes through aftertreatments such as vacuum distillation recovered solvent and catalyzer (recycled), obtain 3-(2-chloro-trifluoromethyl phenoxy) phenylformic acid, with m-Salicylic acid calculated yield 96.7%, content 98.1%.
Claims (4)
1. the benzoic novel process of a synthetic 3-(2-chloro-trifluoromethyl phenoxy), it is characterized in that: under catalyzer exists, first m-Salicylic acid and the 30% alkalimetal oxide aqueous solution are reacted to generation salt in solvent toluene, and then, directly with 3, the condensation in solvent xylene of 4-bis-chlorobenzotrifluorides generates 3-(2-chloro-trifluoromethyl phenoxy) phenylformic acid.
2. the benzoic novel process of synthetic 3-according to claim 1 (2-chloro-trifluoromethyl phenoxy) is characterized in that: the liquid phase-transfer catalyst of this process using, can reclaim recycled.
3. the benzoic novel process of synthetic 3-according to claim 1 (2-chloro-trifluoromethyl phenoxy) is characterized in that: this technique is used the aqueous solution of alkalimetal oxide, makes salify rapider.
4. the benzoic novel process of synthetic 3-according to claim 1 (2-chloro-trifluoromethyl phenoxy), it is characterized in that: this technique is used low-cost xylene solvent, reduces production costs, and is easy to the aftertreatment of reaction solution simultaneously.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310440994.4A CN103483188A (en) | 2013-09-25 | 2013-09-25 | Novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310440994.4A CN103483188A (en) | 2013-09-25 | 2013-09-25 | Novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid |
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| CN103483188A true CN103483188A (en) | 2014-01-01 |
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| CN201310440994.4A Pending CN103483188A (en) | 2013-09-25 | 2013-09-25 | Novel technology for synthesizing 3-(2-chlorine-4-trifluorine methyl phenoxy)benzene carbonic acid |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107032979A (en) * | 2017-06-12 | 2017-08-11 | 青岛瀚生生物科技股份有限公司 | The preparation method of 3 (trifluoromethyl of 2 chlorine 4) phenoxy benzoic acids |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102766043A (en) * | 2012-07-27 | 2012-11-07 | 京博农化科技股份有限公司 | Preparation method for 3- (2-chloro-4- (trifluoromethyl) phenoxy) -benzoic acid |
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2013
- 2013-09-25 CN CN201310440994.4A patent/CN103483188A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102766043A (en) * | 2012-07-27 | 2012-11-07 | 京博农化科技股份有限公司 | Preparation method for 3- (2-chloro-4- (trifluoromethyl) phenoxy) -benzoic acid |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107032979A (en) * | 2017-06-12 | 2017-08-11 | 青岛瀚生生物科技股份有限公司 | The preparation method of 3 (trifluoromethyl of 2 chlorine 4) phenoxy benzoic acids |
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Application publication date: 20140101 |