CN104744419A - Ipriflavone production method - Google Patents
Ipriflavone production method Download PDFInfo
- Publication number
- CN104744419A CN104744419A CN201310727805.1A CN201310727805A CN104744419A CN 104744419 A CN104744419 A CN 104744419A CN 201310727805 A CN201310727805 A CN 201310727805A CN 104744419 A CN104744419 A CN 104744419A
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- CN
- China
- Prior art keywords
- compound
- ipriflavone
- stirring
- anhydrous
- dimethyl formamide
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/36—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only not hydrogenated in the hetero ring, e.g. isoflavones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to an ipriflavone production method. The method concretely comprises the following steps: dissolving anhydrous zinc chloride in anhydrous ethanol, adding resorcinol, introducing a dry hydrogen chloride gas under stirring and ice bath cooling until saturation, slowly adding phenylacetonitrile under vigorous stirring, introducing hydrogen chloride, standing overnight, pouring away upper layer ether, adding 6mol/L of hydrochloric acid, stirring for a moment, standing, pouring away the obtained upper layer acid solution, cooling under vigorous stirring until all oil converts to solid particles, drying the solid particles to obtain a compound (I), stirring the compound (I), anhydrous potash, 2-bromopropane and dimethyl formamide at 110DEG C to obtain a compound (II), heating the compound (II), triethyl orthoformate, morpholine, glacial acetic acid and dimethyl formamide under stirring until boiling, reacting, and continuously distilling off generated ethanol; and re-crystallizing the above obtained crude product by using ethanol to obtain ipriflavone. The ipriflavone production method has the advantages of low preparation cost and simple production process.
Description
Technical field
The present invention relates to field prepared by medicine, especially a kind of production method of ipriflavone.
Background technology
Ipriflavone is that white is to being with yellow-white crystalline or crystalline powder, odorless, tasteless.Be soluble in chloroform or dimethyl formamide, be comparatively soluble in acetonitrile, acetone or ethyl acetate, be comparatively insoluble in methyl alcohol, dehydrated alcohol or anhydrous diethyl ether, pole is insoluble in hexane, several water insoluble.Due to the ipriflavone produced at present, its production process is complicated, and manufacturing cost is high.
Summary of the invention
The technical problem to be solved in the present invention is: in order to overcome above-mentioned middle Problems existing, provide a kind of production method of ipriflavone.
The technical solution adopted for the present invention to solve the technical problems is: a kind of production method of ipriflavone, concrete steps are as follows: Zinc Chloride Anhydrous is dissolved in anhydrous diethyl ether, add Resorcinol again, under stirring and ice bath cool, pass into dry hydrogen chloride gas to saturated, slowly benzyl cyanide is added under vigorous stirring, logical hydrogenchloride again, then hold over night, incline upper strata ether, add 6mol/L hydrochloric acid, stir a moment, upper strata acid solution is gone in standing hypsokinesis, add water, stirring and refluxing, be cooled to oily matter under vigorous stirring and be all converted into solid particulate, dry compound (I), compound (I), Anhydrous potassium carbonate, 2-N-PROPYLE BROMIDE and dimethyl formamide, 110 DEG C of stirrings, obtain compound (II), compound (II), triethyl orthoformate, morpholine, glacial acetic acid and dimethyl formamide, be heated to boil under stirring, reaction, and constantly boil off the ethanol of generation.The crude product ethyl alcohol recrystallization obtained, obtains ipriflavone.
The invention has the beneficial effects as follows: the production method of described a kind of ipriflavone, its low cost of manufacture, production process is simple.
Embodiment
Be described in further detail in conjunction with the present invention now.
The production method of a kind of ipriflavone of the present invention, concrete steps are as follows: Zinc Chloride Anhydrous is dissolved in anhydrous diethyl ether, add Resorcinol again, under stirring and ice bath cool, pass into dry hydrogen chloride gas to saturated, slowly benzyl cyanide is added under vigorous stirring, logical hydrogenchloride again, then hold over night, incline upper strata ether, add 6mol/L hydrochloric acid, stir a moment, upper strata acid solution is gone in standing hypsokinesis, add water, stirring and refluxing, be cooled to oily matter under vigorous stirring and be all converted into solid particulate, dry compound (I), compound (I), Anhydrous potassium carbonate, 2-N-PROPYLE BROMIDE and dimethyl formamide, 110 DEG C of stirrings, obtain compound (II), compound (II), triethyl orthoformate, morpholine, glacial acetic acid and dimethyl formamide, be heated to boil under stirring, reaction, and constantly boil off the ethanol of generation.The crude product ethyl alcohol recrystallization obtained, obtains ipriflavone.
The purposes of ipriflavone directly acts on bone, while suppressing bone resorption, is increased the secretion of deliming element by oestrogenic hormon; Reduce for osteoporosis and bone amount; Amcinonide.
With above-mentioned according to desirable embodiment of the present invention for enlightenment, by above-mentioned description, relevant staff in the scope not departing from this invention technological thought, can carry out various change and amendment completely.The technical scope of this invention is not limited to the content on specification sheets, must determine its technical scope according to right.
Claims (1)
1. the production method of an ipriflavone, it is characterized in that concrete steps are as follows: Zinc Chloride Anhydrous is dissolved in anhydrous diethyl ether, add Resorcinol again, under stirring and ice bath cool, pass into dry hydrogen chloride gas to saturated, slowly benzyl cyanide is added under vigorous stirring, logical hydrogenchloride again, then hold over night, incline upper strata ether, add 6mol/L hydrochloric acid, stir a moment, upper strata acid solution is gone in standing hypsokinesis, add water, stirring and refluxing, be cooled to oily matter under vigorous stirring and be all converted into solid particulate, dry compound (I), compound (I), Anhydrous potassium carbonate, 2-N-PROPYLE BROMIDE and dimethyl formamide, 110 DEG C of stirrings, obtain compound (II), compound (II), triethyl orthoformate, morpholine, glacial acetic acid and dimethyl formamide, be heated to boil under stirring, reaction, and constantly boil off the ethanol of generation.The crude product ethyl alcohol recrystallization obtained, obtains ipriflavone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310727805.1A CN104744419A (en) | 2013-12-26 | 2013-12-26 | Ipriflavone production method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310727805.1A CN104744419A (en) | 2013-12-26 | 2013-12-26 | Ipriflavone production method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104744419A true CN104744419A (en) | 2015-07-01 |
Family
ID=53584763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310727805.1A Pending CN104744419A (en) | 2013-12-26 | 2013-12-26 | Ipriflavone production method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104744419A (en) |
-
2013
- 2013-12-26 CN CN201310727805.1A patent/CN104744419A/en active Pending
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20150701 |
|
| WD01 | Invention patent application deemed withdrawn after publication |