CN105523921A - Method for preparing 2,3-difluoro-6-methoxybenzoic acid - Google Patents
Method for preparing 2,3-difluoro-6-methoxybenzoic acid Download PDFInfo
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- CN105523921A CN105523921A CN201410514889.5A CN201410514889A CN105523921A CN 105523921 A CN105523921 A CN 105523921A CN 201410514889 A CN201410514889 A CN 201410514889A CN 105523921 A CN105523921 A CN 105523921A
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Abstract
The invention discloses a method for preparing 2,3-difluoro-6-methoxybenzoic acid. The method includes the steps that an aqueous solution with potassium hydroxide dissolved therein is added into compound 2,3-difluoro-6-methoxy-benzaldehyde, hydrogen peroxide is added slowly, reaction is carried out for two hours when the temperature is raised to 70 DEG C, and raw materials are completely reacted according to TLC detection; the temperature is cooled to an indoor temperature, DCM extraction is conducted until no compound exists in the organic phase, the aqueous phase is cooled to 0 DEG C, concentrated hydrochloric acid is slowly added dropwise till the pH value is 2, EA extraction is conducted three times until no compound exists in the aqueous phase, and drying and spin-drying are carried out; and an obtained claybank solid is dissolved by DCM and EA, PE is added till solid precipitation is realized, the process is executed several times repeatedly, and accordingly the product can be obtained. Raw materials including the 2,3-difluoro-6-methoxy-benzaldehyde, the potassium hydroxide, the hydrogen peroxide and the like are adopted for synthesizing the 2,3-difluoro-6-methoxybenzoic acid of a complex structure. The product is high in productive rate, good in crystallization effect and high in purity, and therefore a high-purity standard sample or sample is provided for subsequent chemical and biological experiments.
Description
Technical field
The invention belongs to field of compound preparation, especially the preparation method of the fluoro-6-methoxybenzoic acid of a kind of 2,3-bis-.
Background technology
At present, because Bioexperiment makes new breakthroughs, make us in treatment and find in the process of the cause of disease, means are more, result is more accurate, property pharmaceutical requirements is also increased gradually so for the various disease for the treatment of, therefore, the various compound with New function is developed a large amount of, the whole world all has in searching the new compound resisting various difficult and complicated cases, in the process so developed at these new compounds, the compound of numerous new textures and new configuration can be produced, and then find useful in the new compound that these are numerous, there is the molecule for the treatment of use, therefore developing new compound is one and important process.
Summary of the invention
The object of the present invention is to provide the preparation method of the fluoro-6-methoxybenzoic acid of a kind of 2,3-bis-.
The object of the invention is to be achieved through the following technical solutions:
The preparation method of the fluoro-6-methoxybenzoic acid of a kind of 2,3-bis-, step is as follows:
In the fluoro-6-methoxybenzaldehyde of compound 2,3-bis-, add the aqueous solution being dissolved with potassium hydroxide, slowly add hydrogen peroxide, rise to 70 DEG C of reactions two hours, it is complete that TLC detects raw material reaction.Be cooled to room temperature, DCM is extracted to organic phase does not have compound, and aqueous phase is cooled to 0 DEG C, and slowly dripping concentrated hydrochloric acid to pH value is that 2, EA extracts three times to aqueous phase without compound, dry, is spin-dried for.Yellow-brown solid DCM and EA obtained dissolves, and adds PE and separates out to solid, repeatedly several times, obtains the fluoro-6-methoxybenzoic acid of compound 2,3-bis-.
The mass ratio of wherein said 2,3-bis-fluoro-6-methoxybenzaldehydes, potassium hydroxide is 1:6; The concentration of aqueous solution of described potassium hydroxide is: every 3g potassium hydroxide adopts 20ml water dissolution.
Advantage of the present invention and positively effect are:
1, the present invention uses the Material synthesis such as the fluoro-6-methoxybenzaldehyde of 2,3-bis-, potassium hydroxide, hydrogen peroxide 2,3-bis-fluoro-6-methoxybenzoic acids, the productive rate of this product is high, and crystallization effect is good, purity is high, for follow-up chemistry and Bioexperiment provide highly purified standard specimen or sample.
2, the invention provides synthesis condition, the raw material in 2,3-bis-fluoro-6-methoxybenzoic acid building-up process, and the nuclear-magnetism figure of synthesis after product, for the analysis and identification of product each in building-up process provides detailed support.
Accompanying drawing explanation
Fig. 1 is the nuclear-magnetism figure of 2,3-bis-fluoro-6-methoxybenzoic acids of this preparation method synthesis, NMR1227059001 (300MHz, CDCl3).
Embodiment
Below in conjunction with embodiment, the present invention is further described, and following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Reaction scheme of the present invention is as follows:
The preparation method of 2,3-bis-fluoro-6-methoxybenzoic acid is as follows:
In the fluoro-6-methoxybenzaldehyde of 5g compound 2,3-bis-, add the 200ml aqueous solution being dissolved with 30g potassium hydroxide, slowly add the hydrogen peroxide of 40ml29.5%, rise to 70 DEG C of reactions two hours, it is complete that TLC detects raw material reaction.Be cooled to room temperature, DCM is extracted to organic phase does not have compound, and aqueous phase is cooled to 0 DEG C, and slowly dripping concentrated hydrochloric acid to pH value is that 2, EA extracts three times to aqueous phase without compound, dry, is spin-dried for.A small amount of DCM and EA of the yellow-brown solid obtained dissolves, and adds PE and separates out to solid, repeatedly several times, obtains the fluoro-6-methoxybenzoic acid of 2.6g compound 2,3-bis-.
Claims (3)
1. the preparation method of bis-fluoro-6-methoxybenzoic acids, is characterized in that: step is as follows:
To compound 2, the aqueous solution being dissolved with potassium hydroxide is added in the fluoro-6-methoxybenzaldehyde of 3-bis-, slowly add hydrogen peroxide, rise to 70 DEG C of reactions two hours, it is complete that TLC detects raw material reaction, and be cooled to room temperature, DCM is extracted to organic phase does not have compound, aqueous phase is cooled to 0 DEG C, slow dropping concentrated hydrochloric acid to pH value is that 2, EA extracts three times to aqueous phase without compound, dry, be spin-dried for, yellow-brown solid DCM and EA obtained dissolves, and adds PE and separates out to solid, repeatedly several times, obtain the fluoro-6-methoxybenzoic acid of compound 2,3-bis-.
2. preparation method according to claim 1, is characterized in that: the mass ratio of described 2,3-bis-fluoro-6-methoxybenzaldehydes, potassium hydroxide is 1:6.
3. preparation method according to claim 1, is characterized in that: the concentration of aqueous solution of described potassium hydroxide is: every 3g potassium hydroxide adopts 20ml water dissolution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410514889.5A CN105523921A (en) | 2014-09-29 | 2014-09-29 | Method for preparing 2,3-difluoro-6-methoxybenzoic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410514889.5A CN105523921A (en) | 2014-09-29 | 2014-09-29 | Method for preparing 2,3-difluoro-6-methoxybenzoic acid |
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| Publication Number | Publication Date |
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| CN105523921A true CN105523921A (en) | 2016-04-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201410514889.5A Pending CN105523921A (en) | 2014-09-29 | 2014-09-29 | Method for preparing 2,3-difluoro-6-methoxybenzoic acid |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106365978A (en) * | 2016-08-31 | 2017-02-01 | 绍兴上虞华伦化工有限公司 | Preparation method for 2, 3-difluoro-6-methoxy benzoic acid |
-
2014
- 2014-09-29 CN CN201410514889.5A patent/CN105523921A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106365978A (en) * | 2016-08-31 | 2017-02-01 | 绍兴上虞华伦化工有限公司 | Preparation method for 2, 3-difluoro-6-methoxy benzoic acid |
| CN106365978B (en) * | 2016-08-31 | 2019-01-11 | 绍兴上虞华伦化工有限公司 | A kind of preparation method of the fluoro- 6- methoxy benzoic acid of 2,3- bis- |
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Application publication date: 20160427 |