CN101643485A - Method for preparing naringin dihydrochalcone - Google Patents
Method for preparing naringin dihydrochalcone Download PDFInfo
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- CN101643485A CN101643485A CN200810139134A CN200810139134A CN101643485A CN 101643485 A CN101643485 A CN 101643485A CN 200810139134 A CN200810139134 A CN 200810139134A CN 200810139134 A CN200810139134 A CN 200810139134A CN 101643485 A CN101643485 A CN 101643485A
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- naringin dihydrochalcone
- preparation
- naringin
- dihydrochalcone
- rare metal
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a method for preparing naringin dihydrochalcone, which comprises the following steps: subjecting naringin to catalytic hydrogenation by hydrogen in the presence of alkaline solution and a rare metal catalyst under conditions of a medium pressure and a normal temperature or heating; and collecting the naringin dihydrochalcone from a reaction product by using a conventional method, wherein the molar yield of the naringin dihydrochalcone is over 90 percent. The preparation method is an extremely effective preparation method and has a significant industrial prospect.
Description
Technical field
The present invention relates to a kind of preparation method of naringin dihydrochalcone.
Background technology
This product of naringin dihydrochalcone is as a kind of novel sweeting agent, and its sugariness is compared with sucrose, for the 500-700 of sucrose doubly, and have high sugariness, low heat value, characteristics such as nontoxic, safe, can be applicable to food, medicine and day chemical industry.The naringin dihydrochalcone can also reduce the intake of human body to sugar as the surrogate of sugar, and this is undoubtedly a Gospel to the patient who prevents fat and unsuitable sugar, is the industrial chemicals with big industrial prospect.
Summary of the invention
Purpose of the present invention just provides a kind of preparation method of naringin dihydrochalcone, for reaching above purpose, the technical solution used in the present invention is: this preparation method is prepared from by following steps: in alkali lye and the rare metal catalyzer in the presence of, under middle pressure and normal temperature or heating, carry out catalytic hydrogenation with hydrogen, adopt conventional method from reaction product, to collect naringin dihydrochalcone then.
Related catalyzer is by constituting the carrier of described media stabilize and the rare metal that is carried on this carrier, and the rare metal of being addressed comprises one or more in palladium, platinum, gold, ruthenium or the rhodium, preferred palladium or platinum.
This preparation method's advantages of simple, cost is low, the yield rate height that makes.
Embodiment
Below in conjunction with embodiment the present invention is elaborated:
In stainless steel autoclave, add naringin 100g, 30% liquid sodium hydroxide 500ml, the pt/c5% product 10g that wets.Good seal is used N earlier
2Replace three times, use hydrogen exchange again three times.Pressure-controlling is at 1.5Mpa, and temperature is controlled at about 30～90 ℃, reacts about 10 hours, generates naringin dihydrochalcone, filters, and catalyzer continues to reuse, and according to liquid-phase chromatographic analysis, the yield of naringin dihydrochalcone is 93%.
Reaction solution is neutralized to neutrality with 31% HCl, filters then, filter cake adds and is heated to moltenly entirely in the 300ml water, is cooled to then about 10 ℃, filters, and promptly get the white powder naringin dihydrochalcone, dry must finished product, its dry weight is 90g.
Claims (4)
1, a kind of preparation method of naringin dihydrochalcone, it is characterized in that comprising the steps: in alkali lye and the rare metal catalyzer in the presence of, under middle pressure and normal temperature or heating, carry out catalytic hydrogenation with hydrogen, adopt conventional method from reaction product, to collect naringin dihydrochalcone then.
According to the preparation method of the described naringin dihydrochalcone of claim 1, it is characterized in that 2, related catalyzer is by the carrier of described media stabilize and the rare metal that is carried on this carrier are constituted.
According to the preparation method of the described naringin dihydrochalcone of claim 1, it is characterized in that 3, the rare metal of being addressed comprises one or more in palladium, platinum, gold, ruthenium or the rhodium, preferred palladium or platinum.
According to the preparation method of the described naringin dihydrochalcone of claim 1, it is characterized in that 4, reaction pressure is 0.1～3Mpa, temperature of reaction is 0～200 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200810139134A CN101643485A (en) | 2008-08-08 | 2008-08-08 | Method for preparing naringin dihydrochalcone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200810139134A CN101643485A (en) | 2008-08-08 | 2008-08-08 | Method for preparing naringin dihydrochalcone |
Publications (1)
| Publication Number | Publication Date |
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| CN101643485A true CN101643485A (en) | 2010-02-10 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN200810139134A Pending CN101643485A (en) | 2008-08-08 | 2008-08-08 | Method for preparing naringin dihydrochalcone |
Country Status (1)
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| CN (1) | CN101643485A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102992988A (en) * | 2012-12-19 | 2013-03-27 | 广州中天康顺生物医药有限公司 | Substituted phloroglucinol derivatives and application thereof |
| CN103772455A (en) * | 2014-02-12 | 2014-05-07 | 李玉山 | Preparation process of naringin dihydrochalcone |
| CN105801636A (en) * | 2016-03-24 | 2016-07-27 | 济南诚汇双达化工有限公司 | Synthetic method for naringin dihydrochalcone |
| CN109061023A (en) * | 2018-09-08 | 2018-12-21 | 福建省产品质量检验研究院 | Method for separating and detecting while two kinds of dihydrochalcone contents in feed |
| US11773128B2 (en) | 2019-03-28 | 2023-10-03 | Board Of Trustees Of Michigan State University | Electrocatalytic synthesis of dihydrochalcones |
-
2008
- 2008-08-08 CN CN200810139134A patent/CN101643485A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102992988A (en) * | 2012-12-19 | 2013-03-27 | 广州中天康顺生物医药有限公司 | Substituted phloroglucinol derivatives and application thereof |
| CN102992988B (en) * | 2012-12-19 | 2015-06-17 | 苏薇薇 | Substituted phloroglucinol derivatives and application thereof |
| CN103772455A (en) * | 2014-02-12 | 2014-05-07 | 李玉山 | Preparation process of naringin dihydrochalcone |
| CN105801636A (en) * | 2016-03-24 | 2016-07-27 | 济南诚汇双达化工有限公司 | Synthetic method for naringin dihydrochalcone |
| CN109061023A (en) * | 2018-09-08 | 2018-12-21 | 福建省产品质量检验研究院 | Method for separating and detecting while two kinds of dihydrochalcone contents in feed |
| CN109061023B (en) * | 2018-09-08 | 2020-07-17 | 福建省产品质量检验研究院 | Method for simultaneously separating and detecting contents of two dihydrochalcones in feed |
| US11773128B2 (en) | 2019-03-28 | 2023-10-03 | Board Of Trustees Of Michigan State University | Electrocatalytic synthesis of dihydrochalcones |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20100210 |