CN110330422A - A kind of preparation method of 2,6- diethyl -4- methylphenyl acetic acid - Google Patents
A kind of preparation method of 2,6- diethyl -4- methylphenyl acetic acid Download PDFInfo
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- CN110330422A CN110330422A CN201910644773.6A CN201910644773A CN110330422A CN 110330422 A CN110330422 A CN 110330422A CN 201910644773 A CN201910644773 A CN 201910644773A CN 110330422 A CN110330422 A CN 110330422A
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- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
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Abstract
The present invention relates to organic synthesis fields, more particularly to a kind of pinoxaden intermediate (2,6- diethyl -4- methyl) phenylacetic acid synthetic method, include the following steps: 2,6- diethyl -4- methylaniline, which is reacted by Meerwein arylation reaction with vinylacetate, generates 1- carbethoxyl group -1- chloro- 2-(2,6- diethyl -4- aminomethyl phenyl) ethane；The chloro- 2-(2,6- diethyl -4- aminomethyl phenyl of 1- carbethoxyl group -1-) ethane hydrolyze in acid condition generate 2,6- diethyl -4- methyl phenylacetaldehyde；2,6- diethyl -4- methyl phenylacetaldehyde passes through NaClO2Oxidation reaction generates 2,6- diethyl -4- methylphenyl acetic acid.The invention has the advantages that avoiding the use of the cyanating reagent of expensive noble metal catalyst and severe toxicity, agents useful for same is environmentally friendly, reduces costs, and simplifies technique, and yield is higher, overcomes the deficiencies in the prior art, is suitable for large-scale industrial production.
Description
Technical field
The present invention relates to organic synthesis field more particularly to a kind of pinoxaden intermediates (2,6- diethyl -4- methyl)
The synthetic method of phenylacetic acid.
Background technique
Herbicide pinoxaden is that Syngenta Co., Ltd passes through the successful neophyl pyrazolines herbicide of development test.In state
Border is referred to primarily as Pinoxaden in the market, and the commodity to circulate on domestic market mainly like show, it mainly passes through prevention
The synthesis of fatty acid causes plant dead so that the mitogenetic function and effect of plant be made to disappear.Pinoxaden is easily soluble in water, no
Easy photodissociation is easy degradation, is adsorbed in soil, but is difficult to leaching and volatilization.Pinoxaden is not strong to the toxicity of environmental organism, but
There is moderate toxicity to some aquatiles such as algae etc., and has slight influence to the plant being administered.To cereal field application one
Determine the pinoxaden of dosage, many can be removed and be difficult to the annual gramineous weed killed, especially has to wild wheat straw, herba setariae viridis grass
There is stronger effect, hardly the normal development of wheat and barley is impacted after application, the period of application is extremely clever
It is living, it can be applied in the slightly long following period of time at emergence initial stage to later period.Pinoxaden has uptake and translocation, sees after application
Fastly, stopping development and growth in weeds usually after application two days, the blade of weeds seven turn to be yellow effect to fortnight is interior after application,
Weeds are completely withered in one month.Pinoxaden is easily degraded in the soil, and crop root assimilation effect is not strong, in the soil
Activity is very low, will not influence succession crop growth.And rain drop erosion will not impact it in the short time after application.
Pinoxaden obtained registration in the U.S., Britain in 2005, then also achieved registration in Germany and Australia,
It is listed in India within 2006, obtains registration in France, Italy within 2008, obtain registration in Canada within 2009, the same year is in
State obtains interim registration, has obtained formal registration, lists in Spain within 2010.The exploitation of the product is extremely successful, and 2007
Annual sales amount just breaches 100,000,000 dollars, and 2009 are 2.02 hundred million dollars, 2011 up to 3.0 hundred million dollars.From 2006 to 2011 year
Average growth rate per annum 42.0%, 2012 annual sales amounts are up to 3.6 hundred million dollars.Pinoxaden is with efficient, less toxic, herbicidal spectrum is wide, effect
The features such as speed is fast is in recent years newly developed, the faster herbicide of growth rate, application and wide market.
About the synthetic technology of 2,6- diethyl -4- methylphenyl acetic acid, with reference to the domestic and foreign literature side of being mainly the following
Method:
1, the synthetic method of 2,6- diethyl -4- methylphenyl acetic acid disclosed in DE102004053191A1, the reaction mechanism mechanism of reaction
It is as follows, with 2,6- diethyl -4- methyl bromobenzene for initial feed, using dicyclohexyl lithium amide, tri-tert-butylphosphine, bis- (hexichol
Methylene benzylacetone) palladium condition reacted with t-butyl formate generate the 2,6- diethyl -4- methylphenyl acetic acid tert-butyl ester；2,6- diethyl
Hydrolysis occurs again and generates 2,6- diethyl -4- methylphenyl acetic acid for the base -4- methylphenyl acetic acid tert-butyl ester.This method uses expensive palladium
Catalyst and Phosphine ligands, higher cost limit industrialized application.
2, Michel Muehlebach et al. is in Bioorganic&medicinal Chemistry 2009,17 (12),
With 3,5- diethyl phenol for raw material in 4241-4256, the reaction mechanism mechanism of reaction is as follows, through phenolic hydroxyl group protection, chloromethylation, cyaniding and takes off
Six-step process obtains 2,6- diethyl -4- methylphenyl acetic acid altogether for protection, trifyl protection, upper methyl, hydrolysis, esterification.
This method synthesis step is longer, and technique is cumbersome, while using protection/deprotection strategy and valuable palladium chtalyst, higher cost.
3, the synthetic method of 2,6- diethyl -4- methylphenyl acetic acid disclosed in WO2010104217A1, the reaction mechanism mechanism of reaction is such as
Under, with 2,6- diethyl -4- methyl bromobenzene for initial feed, 2,6- diethyl is synthesized by grignard, chloro, cyaniding, hydrolysis
Base -4- methylphenyl acetic acid.This method needs anhydrous and oxygen-free condition using grignard reaction, harsh to raw material, reagent and equipment requirement；
Cyanation step needs the cyaniding sodium reagent using severe toxicity simultaneously, and production operation is than relatively hazardous.
4, the synthetic method of 2,6- diethyl -4- methylphenyl acetic acid disclosed in WO2013080896A1, the reaction mechanism mechanism of reaction is such as
Under, with 2,6- diethyl -4- methyl bromobenzene for initial feed, sour two-step reaction is oxidized at alcohol, alcohol by grignard and obtains 2,6-
Diethyl -4- methylphenyl acetic acid.This method equally uses grignard reaction to need anhydrous and oxygen-free condition, to raw material, reagent and equipment
It is required that harsh；Oxidation step NaClO and NaClO2Double operations being added dropwise are difficult to manipulate simultaneously, easily lead to NaClO2It decomposes to make
Reaction failure.
5, the synthetic method of 2,6- diethyl -4- methylphenyl acetic acid disclosed in CN109096106A, the reaction mechanism mechanism of reaction is as follows,
With 2,6- diethyl -4- methyl bromobenzene for initial feed, 2,6- bis- is obtained by grignard, reduction, chloro, grignard, hydrolysis
Ethyl -4- methylphenyl acetic acid.This method uses grignard reaction twice, and anhydrous and oxygen-free condition is needed to want raw material, reagent and equipment
Ask harsh.
In conclusion existing 2,6- diethyl -4- methylphenyl acetic acid preparation method is respectively present, material toxicity is big, closes
, catalyst expensive, reaction type more complex, equipment requirement harsh the problems such as more at step.
Summary of the invention
The technical problem to be solved by the present invention is providing, a kind of reaction is mild, step is brief, former without using valuableness/toxicity
The synthetic method of pinoxaden intermediate (2,6- diethyl -4- methyl) phenylacetic acid of material.
The technical scheme to solve the above technical problems is that
A kind of synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid, includes the following steps:
(1) 2,6- diethyl -4- methylaniline, which is reacted by Meerwein arylation reaction with vinylacetate, generates 1-
The chloro- 2- of carbethoxyl group -1- (2,6- diethyl -4- aminomethyl phenyl) ethane；
(2) the chloro- 2- of 1- carbethoxyl group -1- (2,6- diethyl -4- aminomethyl phenyl) ethane hydrolyzes generation in acid condition
2,6- diethyl -4- methyl phenylacetaldehyde；
(3) 2,6- diethyl -4- methyl phenylacetaldehyde passes through NaClO2Oxidation reaction generates 2,6- diethyl -4- methylbenzene second
Acid；
The reaction equation of above-mentioned reaction is as follows:
Preferably, reactant includes 2,6- diethyl -4- methylaniline and sodium nitrite, HCl, nothing in the step (1)
Water lithium chloride and vinylacetate, wherein 2,6- diethyl -4- methylanilines and sodium nitrite, HCl, anhydrous lithium chloride and acetic acid
The molar ratio of vinyl acetate is 1:0.5~5:0.5~10:0.5~5:0.5~20.
Further, 2,6- diethyl -4- methylaniline and sodium nitrite, HCl, anhydrous lithium chloride in the step (1)
And the molar ratio of vinylacetate is 1:1~2:2~5:1~3:1~5.
Preferably, reactant further includes catalyst copper chloride, copper chloride and 2,6- diethyl -4- first in the step (1)
The molar ratio of base aniline is 0.05~0.5:1；Further, the molar ratio of copper chloride and 2,6- diethyl -4- methylaniline is
0.1~0.3:1.
Preferably, in the step (1) reaction dissolvent be water and acetone mixed solution.
Further, the volume ratio of water and acetone is 1:0.5~5.0 in the reaction dissolvent of the step (1)；Further
, the volume ratio of water and acetone is 1:1.0~3.0 in the reaction dissolvent.
Preferably, acid used in the step (2) includes the common inorganic acids or organic such as hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid
Acid.
Preferably, 2,6- diethyl -4- methyl phenylacetaldehyde and NaClO in the step (3)2Molar ratio be 1:0.5~
5.0；Further, 2,6- diethyl -4- methyl phenylacetaldehyde and NaClO in the step (3)2Molar ratio be 1:1~2.
The Chinese name of compound, which has with structural formula, in the present invention conflicts, and is subject to structural formula.
The invention has the advantages that avoiding the use of the cyanating reagent of expensive noble metal catalyst and severe toxicity, agents useful for same
It is environmentally friendly, it reduces costs, simplifies technique, yield is higher, overcomes the deficiencies in the prior art, is suitable for large-scale industry
Metaplasia produces.
Specific embodiment
Illustrate the present invention below in conjunction with example, but does not limit the present invention.In the art, technical staff is the present invention
Simple replacement or improvement belong in the technical solution protected of the present invention.
Embodiment 1:
30% hydrochloric acid of 36.5g (molecular weight 36.5,300mmol, 3eq) is added in 100mL four-hole bottle, is slowly added dropwise
16.3g 2,6- diethyl -4- methylaniline (molecular weight 163.26,100mmol, 1.0eq), are added dropwise process slight exotherm, and drop finishes
It is warming up to 80 DEG C of stirring 0.5h.- 5 DEG C are cooled to, temperature -5~0 DEG C is maintained, 37.25g sodium nitrite solution (molecule is slowly added dropwise
69,105mmol is measured, 1.05eq, 7.25g are dissolved in 30g water).Dropwise addition process heat release is violent, and about 1h is dripped off, drop Bi Jixu heat preservation
Stir 0.5h.325mL acetone, 175mL water, 25.8g vinylacetate (molecular weight are sequentially added in another 1L four-hole bottle
86.09,300mmol, 3.0eq) and 8.5g lithium chloride (molecular weight 42.39,200mmol, 2.0eq), -5 DEG C are cooled to, temperature is maintained
- 5~2 DEG C of degree, is slowly added dropwise above-mentioned diazonium salt solution, about 1h is dripped off.Temperature -5~2 DEG C are continued to, then 52.6g is slowly added dropwise
Copper chloride solution (copper chloride dihydrate molecular weight 170.45,15mmol, 0.15eq, 2.6g are dissolved in 50g water).By reaction mixture
3 DEG C are to slowly warm up to, 3 DEG C~10 DEG C is maintained and is stirred to react 1h, then withdraw ice bath, reaction solution is made to be warmed to room temperature (20 DEG C) stirrings
React 2h.Reaction solution vacuum distillation removes acetone, and 100g water is added, and three times with the extraction of 50mL methylene chloride, merges organic phase, bears
Pressure solvent evaporated obtains 1 and 2 mixture 21.5g.
In 100mL four-hole bottle, sequentially adds the 21.5g that 50mL acetonitrile, 15g10% hydrochloric acid and abovementioned steps obtain and produce
Object is stirred to react 2h at room temperature.Vacuum distillation removes acetonitrile, and 50g water is added, is extracted twice, is associated with 50mL methylene chloride
Machine phase, organic phase are washed once with 50g again, and vacuum distillation removes solvent and obtains 15.3g (molecular weight 190.29, theoretical yield
19.00g) off-white powder, as 2,5- dimethyl benzene acetaldehyde, two step mass yields 80.53%.
In 100mL four-hole bottle, 100mL acetonitrile is sequentially added, 15.3g2,5- dimethyl benzene acetaldehyde (molecular weight 190.29,
80.4mmol, 1.0eq), it is stirred at room temperature and makes it dissolve.5 DEG C~10 DEG C are cooled to, by the sodium chlorite of 80% purity of 10.9g
(molecular weight 90.44,96.48mmol, 1.2eq) is dissolved in 100g water, and sodium chlorite solution is slowly added dropwise, and about 0.5h is dripped off, drop
Again in 5 DEG C~10 DEG C insulated and stirred 2h after complete.The sodium hydroxide solution of 50g 10% is slowly added dropwise, reaction solution pH is adjusted to 10,
Reaction solution is extracted twice with 80mL ethyl acetate, abandons ethyl acetate phase.Remaining water phase uses 30% hydrochloric acid tune pH to 2~3 again,
A large amount of white solids are precipitated at this time, are cooled to 10 DEG C and keep 10 DEG C of stirring 0.5h, filter, 60 DEG C of filter cake dry 15.86g is white
Color solid, as 2,6- diethyl -4- methylphenyl acetic acid (molecular weight 206.29, theory obtains 16.59g), HPLC detect purity
It is 96.7%, mass yield 92.44%.
(1H-NMR(DMSO-d6) δ: 1.08~1.12 (t, 6H), 2.23 (s, 3H), 2.51~2.57 (q, 4H), 3.57 (s,
2H),6.83(s,2H),12.29(s,1H))
Embodiment 2:
30% hydrochloric acid of 24.3g (molecular weight 36.5,200mmol, 2eq) is added in 100mL four-hole bottle, is slowly added dropwise
16.3g 2,6- diethyl -4- methylaniline (molecular weight 163.26,100mmol, 1.0eq), are added dropwise process slight exotherm, and drop finishes
It is warming up to 80 DEG C of stirring 0.5h.- 5 DEG C are cooled to, temperature -5~0 DEG C is maintained, 37.25g sodium nitrite solution (molecule is slowly added dropwise
69,150mmol is measured, 1.5eq, 10.35g are dissolved in 30g water).Dropwise addition process heat release is violent, and about 1h is dripped off, drop Bi Jixu heat preservation
Stir 0.5h.375mL acetone, 125mL water, 8.6g vinylacetate (molecular weight are sequentially added in another 1L four-hole bottle
86.09,100mmol, 1.0eq) and 12.7g lithium chloride (molecular weight 42.39,300mmol, 3.0eq), -5 DEG C are cooled to, is maintained
Above-mentioned diazonium salt solution is slowly added dropwise in temperature -5~2 DEG C, and about 1h is dripped off.Temperature -5~2 DEG C are continued to, then are slowly added dropwise
85.1g copper chloride solution (copper chloride dihydrate molecular weight 170.45,30mmol, 0.3eq, 5.1g are dissolved in 80g water).Reaction is mixed
It closes liquid and is to slowly warm up to 3 DEG C, maintain 3~10 DEG C and be stirred to react 1h, then withdraw ice bath, so that reaction solution is warmed to room temperature (20 DEG C) and stir
Mix reaction 2h.Reaction solution vacuum distillation removes acetone, and 100g water is added, and three times with the extraction of 50mL methylene chloride, merges organic phase,
Negative pressure solvent evaporated obtains 1 and 2 mixture 22.0g.
In 100mL four-hole bottle, sequentially adds the 22.0g that 50mL acetonitrile, 15g10% hydrochloric acid and abovementioned steps obtain and produce
Object is stirred to react 2h at room temperature.Vacuum distillation removes acetonitrile, and 50g water is added, is extracted twice, is associated with 50mL methylene chloride
Machine phase, organic phase are washed once with 50g again, and vacuum distillation removes solvent and obtains 15.7g (molecular weight 190.29, theoretical yield
19.00g) off-white powder, as 2,5- dimethyl benzene acetaldehyde, two step mass yields 82.40%.
In 200mL four-hole bottle, 100mL acetonitrile, 15.7g 2,5- dimethyl benzene acetaldehyde (molecular weight are sequentially added
190.29,82.4mmol, 1.0eq), it is stirred at room temperature and makes it dissolve.5 DEG C~10 DEG C are cooled to, by the Asia of 80% purity of 13.9g
Sodium chlorate (molecular weight 90.44,123.6mmol, 1.5eq) is dissolved in 100g water, and sodium chlorite solution, about 0.5h drop is slowly added dropwise
It is complete, again in 5 DEG C~10 DEG C insulated and stirred 2h after dripping off.The sodium hydroxide solution of 50g 10% is slowly added dropwise, by reaction solution pH tune
To 10, reaction solution is extracted twice with 80mL ethyl acetate, abandons ethyl acetate phase.Remaining water phase uses 30% hydrochloric acid tune pH extremely again
2~3, a large amount of white solids are precipitated at this time, are cooled to 10 DEG C and keep 10 DEG C of stirring 0.5h, filtering, 60 DEG C of filter cake dry
16.19g white solid, it is 97.0% that HPLC, which detects purity, as 2,6- diethyl -4- methylphenyl acetic acid (molecular weight 206.29,
Theoretical yield 17.00g), mass yield 92.38%.
(1H-NMR(DMSO-d6) δ: 1.08~1.12 (t, 6H), 2.23 (s, 3H), 2.51~2.57 (q, 4H), 3.57 (s,
2H),6.83(s,2H),12.29(s,1H))。
Embodiment 3:
30% hydrochloric acid of 60.8g (molecular weight 36.5,500mmol, 5eq) is added in 200mL four-hole bottle, is slowly added dropwise
16.3g 2,6- diethyl -4- methylaniline (molecular weight 163.26,100mmol, 1.0eq), are added dropwise process slight exotherm, and drop finishes
It is warming up to 80 DEG C of stirring 0.5h.- 5 DEG C are cooled to, temperature -5~0 DEG C is maintained, 63.8g sodium nitrite solution (molecule is slowly added dropwise
69,200mmol is measured, 2eq, 13.8g are dissolved in 50g water).Dropwise addition process heat release is violent, and about 1h is dripped off, and drips Bi Jixu insulated and stirred
0.5h.Sequentially added in another 1L four-hole bottle 250mL acetone, 250mL water, 43.0g vinylacetate (molecular weight 86.09,
500mmol, 5.0eq) and 4.2g lithium chloride (molecular weight 42.39,100mmol, 1.0eq), be cooled to -5 DEG C, maintain temperature -5~
2 DEG C, above-mentioned diazonium salt solution is slowly added dropwise, about 1h is dripped off.Temperature -5~2 DEG C are continued to, then 31.7g copper chloride is slowly added dropwise
Solution (copper chloride dihydrate molecular weight 170.45,10mmol, 0.1eq, 1.7g are dissolved in 30g water).Reaction mixture is slowly risen
Temperature maintains 3 DEG C~10 DEG C and is stirred to react 1h, then withdraw ice bath, so that reaction solution is warmed to room temperature (20 DEG C) and be stirred to react to 3 DEG C
2h.Reaction solution vacuum distillation removes acetone, and 100g water is added, and three times with the extraction of 50mL methylene chloride, merges organic phase, negative pressure is steamed
Dry solvent obtains 1 and 2 mixture 21.8g.
In 100mL four-hole bottle, sequentially adds the 21.8g that 50mL acetonitrile, 15g10% hydrochloric acid and abovementioned steps obtain and produce
Object is stirred to react 2h at room temperature.Vacuum distillation removes acetonitrile, and 50g water is added, is extracted twice, is associated with 50mL methylene chloride
Machine phase, organic phase are washed once with 50g again, and vacuum distillation removes solvent and obtains 15.5g (molecular weight 190.29, theoretical yield
19.00g) off-white powder, as 2,5- dimethyl benzene acetaldehyde, two step mass yields 81.58%.
In 200mL four-hole bottle, 100mL acetonitrile is sequentially added, 15.5g2,5- dimethyl benzene acetaldehyde (molecular weight 190.29,
81.5mmol, 1.0eq), it is stirred at room temperature and makes it dissolve.5 DEG C~10 DEG C are cooled to, by the sodium chlorite of 80% purity of 18.4g
(molecular weight 90.44,163mmol, 2.0eq) is dissolved in 100g water, and sodium chlorite solution is slowly added dropwise, and about 0.5h is dripped off, and is dripped off
Afterwards again in 5 DEG C~10 DEG C insulated and stirred 2h.The sodium hydroxide solution of 50g 10% is slowly added dropwise, reaction solution pH is adjusted to 10, instead
It answers liquid to be extracted twice with 80mL ethyl acetate, abandons ethyl acetate phase.Remaining water phase uses 30% hydrochloric acid tune pH to 2~3 again, this
Shi great Liang white solid is precipitated, and is cooled to 10 DEG C and keeps 10 DEG C of stirring 0.5h, filtering, and 60 DEG C of filter cake dry to obtain 15.92g white
Solid, it is 97.2% that HPLC, which detects purity, and (molecular weight 206.29, theory obtains as 2,6- diethyl -4- methylphenyl acetic acid
16.81g), mass yield 92.05%.
(1H-NMR(DMSO-d6) δ: 1.08~1.12 (t, 6H), 2.23 (s, 3H), 2.51~2.57 (q, 4H), 3.57 (s,
2H),6.83(s,2H),12.29(s,1H))。
What has been described above is only a preferred embodiment of the present invention, it is noted that for those of ordinary skill in the art
For, without departing from the concept of the premise of the invention, various modifications and improvements can be made, these belong to the present invention
Protection scope.
Claims (10)
1. a kind of synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid, it is characterised in that include the following steps:
(1) 2,6- diethyl -4- methylaniline, which is reacted by Meerwein arylation reaction with vinylacetate, generates 1- ethoxy
The chloro- 2- of carbonyl -1- (2,6- diethyl -4- aminomethyl phenyl) ethane；
(2) the chloro- 2- of 1- carbethoxyl group -1- (2,6- diethyl -4- aminomethyl phenyl) ethane hydrolyzes in acid condition generates 2,6-
Diethyl -4- methyl phenylacetaldehyde；
(3) 2,6- diethyl -4- methyl phenylacetaldehyde passes through NaClO2Oxidation reaction generates 2,6- diethyl -4- methylphenyl acetic acid；
The reaction equation of above-mentioned reaction is as follows:
2. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as described in claim 1, which is characterized in that the step
Suddenly reactant includes 2,6- diethyl -4- methylaniline and sodium nitrite, HCl, anhydrous lithium chloride and vinylacetate in (1),
Wherein the molar ratio of 2,6- diethyl -4- methylaniline, sodium nitrite, HCl, anhydrous lithium chloride and vinylacetate is 1:0.5
~5:0.5~10:0.5~5:0.5~20.
3. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as claimed in claim 2, which is characterized in that the step
Suddenly the molar ratio of 2,6- diethyl -4- methylaniline in (1), sodium nitrite, HCl, anhydrous lithium chloride and vinylacetate is 1:1
~2:2~5:1~3:1~5.
4. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as described in claim 1, which is characterized in that the step
Suddenly reactant further includes catalyst copper chloride in (1), copper chloride and 2, and the molar ratio of 6- diethyl -4- methylaniline is 0.05~
0.5:1。
5. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as claimed in claim 4, which is characterized in that the step
Suddenly the molar ratio of the copper chloride in (1) and 2,6- diethyl -4- methylaniline is 0.1~0.3:1.
6. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as described in claim 1, which is characterized in that the step
Suddenly in (1) reaction dissolvent be water and acetone mixed solution.
7. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as claimed in claim 6, which is characterized in that the step
Suddenly the volume ratio of water and acetone is 1:0.5~5.0 in the reaction dissolvent of (1).
8. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as described in claim 1, which is characterized in that the step
Suddenly acid used in (2) includes common inorganic acid or the organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid.
9. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as described in any one of claims 1 to 8, feature exist
In 2,6- diethyl -4- methyl phenylacetaldehyde and NaClO in the step (3)2Molar ratio be 1:0.5~5.0.
10. the synthetic method of (2,6- diethyl -4- methyl) phenylacetic acid as claimed in claim 9, which is characterized in that the step
Suddenly 2,6- diethyl -4- methyl phenylacetaldehyde and NaClO in (3)2Molar ratio be 1:1~2.
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| CN109651068A (en) * | 2018-12-12 | 2019-04-19 | 江苏中旗科技股份有限公司 | The synthetic method of pinoxaden intermediate (2,6- diethyl -4- methyl) phenylacetic acid |
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Cited By (1)
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| CN113121341A (en) * | 2019-12-31 | 2021-07-16 | 江苏中旗科技股份有限公司 | Method for synthesizing 2, 6-diethyl-4-methyl phenylacetate |
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| CN110330422B (en) | 2022-05-10 |
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