CN102531832A - Preparation method for bromopentafluorobenzene - Google Patents
Preparation method for bromopentafluorobenzene Download PDFInfo
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- CN102531832A CN102531832A CN 201010619312 CN201010619312A CN102531832A CN 102531832 A CN102531832 A CN 102531832A CN 201010619312 CN201010619312 CN 201010619312 CN 201010619312 A CN201010619312 A CN 201010619312A CN 102531832 A CN102531832 A CN 102531832A
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- preparation
- bromopentafluorobenzene
- bromofluorobenzenes
- bromination
- decarboxylation
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Abstract
The invention provides a preparation method for bromopentafluorobenzene. The bromopentafluorobenzene is prepared by undergoing decarboxylation and bromination two-step reactions on phenyl-pentafluoride. The reaction operation is simple and practicable, and the method has industrial production application value.
Description
Technical field
The present invention relates to the fluorine chemical field, be specifically related to the compound method of five bromofluorobenzenes.
Background technology
2,3,4,5,6-five bromofluorobenzenes are a kind of important novel fine-chemical intermediates, and it is medicine intermediate, pesticide intermediate and liquid crystal material midbody, also is the midbody of olefin polymerization catalysis, have to use widely and development prospect.Present five bromofluorobenzene compound methods are more, but have a series of shortcomings.It is synthetic five bromofluorobenzenes of raw material with the phenyl-hexafluoride that method is arranged, and raw materials cost is too high; With the penta fluoro benzene is that raw material and liquid bromine synthesize five bromofluorobenzenes through bromination reaction, and the bromination condition is very harsh; Very low with penta fluoro benzene and N-bromosuccinic acid imines (NBS) synthetic five bromofluorobenzene yields under the catalyst-free effect.
Summary of the invention
The object of the present invention is to provide from the method for synthetic five bromofluorobenzenes of the initial catalysis of the reagent that is easy to obtain.Have now found that a kind of preparation method of five bromofluorobenzenes, pentafluorobenzoic acid finally can obtain five bromofluorobenzenes through decarboxylation, bromination two-step reaction.
Wherein, controlled temperature is 70 to 75 degrees centigrade in the decarboxylation procedure.
Wherein, the bromination process period is 1.5-2.5h.
According to batch mode, optional solvent, reactant and catalyzer are infeeded in the reactor drum.Be heated to the temperature that preceding text limit.Apply desirable pressure and maintenance.When reaction finishes, according to the solid/liquid separation technique of routine, preferably via filtration, separating catalyst.Reclaim the product that is obtained by routine, preferably perhaps pass through liquid/liquid extraction through distillation.
Embodiment
Provide below and be used to illustrate and nonrestrictive exemplary of the present invention.
In an embodiment, transformation efficiency is corresponding to the ratio of the substrate mole number that transforms with the substrate mole number that infeeds, and given yield is corresponding to the ratio of the product mole number that forms with the substrate mole number that infeeds.
Embodiment 1
The pentafluorobenzoic acid solid that takes by weighing 0.1mol joins and contains 0.5mol N, in the there-necked flask of accelerine, is warmed up to the 70-75 degree celsius temperature rapidly, and collects the product penta fluoro benzene through prolong and receiving flask, after purifying, is used for bromination reaction.
Embodiment 2
The a certain amount of concentration of adding is 50%～70% sulfuric acid in there-necked flask, stirs to add the 0.1mol penta fluoro benzene down, controls 30 degrees centigrade temperature, adds the 16.7g potassium bromate in batches, and this process needs 30min approximately.Finish, continue stirring reaction 1.5～2.5h down, reaction solution is poured in the mixture of ice and water at 50 degrees centigrade; Use carbon tetrachloride extraction, organic phase is used 5%NaHSO3,10%NaHCO3 solution and distilled water wash, anhydrous sodium sulfate drying respectively; Normal pressure steams tetracol phenixin; The GC analysis is carried out in sampling, obtains not having bromofluorobenzene, yield about 34%.
Claims (3)
1. the preparation method of a bromofluorobenzene is characterized in that, pentafluorobenzoic acid finally can obtain five bromofluorobenzenes through decarboxylation, bromination two-step reaction.
2. the method for claim 1 is characterized in that, controlled temperature is 70 to 75 degrees centigrade in the decarboxylation procedure.
3. the method for claim 1 is characterized in that, the bromination process period is 1.5-2.5h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010619312 CN102531832A (en) | 2010-12-31 | 2010-12-31 | Preparation method for bromopentafluorobenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010619312 CN102531832A (en) | 2010-12-31 | 2010-12-31 | Preparation method for bromopentafluorobenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102531832A true CN102531832A (en) | 2012-07-04 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201010619312 Pending CN102531832A (en) | 2010-12-31 | 2010-12-31 | Preparation method for bromopentafluorobenzene |
Country Status (1)
| Country | Link |
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| CN (1) | CN102531832A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438168A (en) * | 2018-11-13 | 2019-03-08 | 大连奇凯医药科技有限公司 | The preparation method of five bromofluorobenzenes |
| RU2687554C1 (en) * | 2018-06-22 | 2019-05-15 | Сергей Михайлович Игумнов | Method for producing halogen polyfluorobenzenes |
-
2010
- 2010-12-31 CN CN 201010619312 patent/CN102531832A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2687554C1 (en) * | 2018-06-22 | 2019-05-15 | Сергей Михайлович Игумнов | Method for producing halogen polyfluorobenzenes |
| WO2019245409A1 (en) * | 2018-06-22 | 2019-12-26 | Сергей Михайлович ИГУМНОВ | Method for producing halogen-polyfluorobenzenes |
| CN109438168A (en) * | 2018-11-13 | 2019-03-08 | 大连奇凯医药科技有限公司 | The preparation method of five bromofluorobenzenes |
| CN109438168B (en) * | 2018-11-13 | 2021-06-11 | 大连奇凯医药科技有限公司 | Preparation method of bromopentafluorobenzene |
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Legal Events
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| DD01 | Delivery of document by public notice |
Addressee: Jiang Jing Document name: Notification of Passing Preliminary Examination of the Application for Invention |
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| C06 | Publication | ||
| PB01 | Publication | ||
| DD01 | Delivery of document by public notice |
Addressee: Shanghai grace Technology Co., Ltd. Jiang Jing Document name: Notification of Publication of the Application for Invention |
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| DD01 | Delivery of document by public notice |
Addressee: Jiang Jing Document name: Notification of before Expiration of Request of Examination as to Substance |
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| DD01 | Delivery of document by public notice |
Addressee: Jiang Jing Document name: Notification that Application Deemed to be Withdrawn |
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| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120704 |