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Synthetic method of neohesperidin dihydrochalcone

A technology for neohesperidin dihydrochalcone and hesperidin chalcone, which is applied in the field of synthesis of neohesperidin dihydrochalcone, can solve the problems of large amount of solvent, potential safety hazards, low content and the like, and achieves The effect of no catalyst, mild conditions and abundant water resources

Active Publication Date: 2016-08-10
LIUZHOU GAOTONG FOOD CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the above-mentioned first method, since the content of neohesperidin dihydrochalcone in citrus plants is very low, direct extraction is difficult to meet the current requirements, and the amount of solvent lost by direct extraction is very large
In the above-mentioned second method, the usual hydrogenation and reduction operations are carried out under high temperature and high pressure, and there are certain safety hazards in industrial operations; hydrogen is a flammable and explosive gas, which is harmful to equipment during processing and transportation. The requirements are very strict, and there are certain safety hazards in the industrial operation of gaseous hydrogen; and the palladium / carbon catalyst used is a solid catalyst, the catalyst is easily deactivated during use, and the reuse rate of the catalyst is low

Method used

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Embodiment 1

[0029] A kind of embodiment of the synthesis method of neohesperidin dihydrochalcone of the present invention, the process roadmap of described method is as attached figure 2 As shown, the method includes the following steps:

[0030] (1) Crush the fresh non-mildewed pomelo peel or immature pomelo fruit, then soak the crushed pomelo peel or immature pomelo fruit in ethanol with a purity of 80%, soak at a constant temperature of 40°C for 24 hours, and filter to separate The pomelo peel residue was used to obtain the naringin extract, the filtrate was collected, and the solvent was distilled off under reduced pressure with a rotary evaporator to obtain an extract;

[0031] (2) Separating and purifying the extract obtained in step (1) by column chromatography to obtain naringin; during column chromatography, polyamide is used as filler, and distilled water and 95% ethanol are used as eluent;

[0032] (3) Dissolving sodium hydroxide or potassium hydroxide in water to prepare an ...

Embodiment 2

[0039] A kind of embodiment of the synthetic method of neohesperidin dihydrochalcone of the present invention, described method comprises the following steps:

[0040] (1) Crush the fresh non-mildewed pomelo peel or immature pomelo fruit, then soak the crushed pomelo peel or immature pomelo fruit in ethanol with a purity of 80%, soak at a constant temperature of 40°C for 24 hours, and filter to separate The pomelo peel residue was used to obtain the naringin extract, the filtrate was collected, and the solvent was distilled off under reduced pressure with a rotary evaporator to obtain an extract;

[0041] (2) Separating and purifying the extract obtained in step (1) by column chromatography to obtain naringin; during column chromatography, polyamide is used as filler, and distilled water and 95% ethanol are used as eluent;

[0042] (3) Dissolving sodium hydroxide or potassium hydroxide in water to prepare an alkaline solution with a concentration of 5% by mass; then adding nar...

Embodiment 3

[0050] A kind of embodiment of the synthetic method of neohesperidin dihydrochalcone of the present invention, described method comprises the following steps:

[0051] (1) Crush the fresh non-mildewed pomelo peel or immature pomelo fruit, then soak the crushed pomelo peel or immature pomelo fruit in ethanol with a purity of 80%, soak at a constant temperature of 40°C for 24 hours, and filter to separate The pomelo peel residue was used to obtain the naringin extract, the filtrate was collected, and the solvent was distilled off under reduced pressure with a rotary evaporator to obtain an extract;

[0052] (2) Separating and purifying the extract obtained in step (1) by column chromatography to obtain naringin; during column chromatography, polyamide is used as filler, and distilled water and 95% ethanol are used as eluent;

[0053] (3) Dissolving sodium hydroxide or potassium hydroxide in water to prepare an alkaline solution with a concentration of 5% by mass; then adding nar...

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Abstract

The invention discloses a method for synthesizing neohesperidin dihydrochalcone. The method comprises the following steps: adding an electrolyte solution into an anode chamber and a cathode chamber, simultaneously adding neohesperidin dihydrochalcone into the cathode chamber, and then adding Add the above solution into an isolated electrolytic cell for electrolysis. After electrolysis, the cathode solution is concentrated and spin-dried. The spin-dried product is dissolved in water and then adjusted to acidity. Cool to 0°C and leave to stand for solid precipitation. Filter and recrystallize the solid. Get neohesperidin dihydrochalcone. The method of the present invention does not need to use catalyst and gaseous hydrogen, and provides active hydrogen through electrolysis of water. The newly produced hydrogen is very active, and can also undergo addition reaction with carbon-carbon double bonds in the absence of catalysts, and the water source is abundant. , the electrolysis produces hydrogen and oxygen, and hydrogen is used as a proton source to carry out the addition reaction with neohesperidin chalcone, and the oxygen is directly discharged into the atmosphere without causing environmental pollution.

Description

technical field [0001] The invention relates to a method for synthesizing neohesperidin dihydrochalcone, in particular to a method for synthesizing neohesperidin dihydrochalcone by electrolytic hydrogenation. Background technique [0002] Neohesperidin Dihydrochalcone (Neohesperidin Dihydrochalcone, referred to as NHDC) is a flavonoid derivative extracted from natural oranges, tangerines and other plants and hydrogenated. It is characterized by high sweetness, which is about 1500-1800 times that of sucrose, and has a refreshing taste, long-lasting aftertaste, and no unpleasant feeling of saccharin or stevia after use. What is even more commendable is that neohesperidin dihydrochalcone has an excellent taste-improving effect, coupled with the characteristics of its sweetness time is later and longer duration, therefore, neohesperidin dihydrochalcone As a unique additive, ketone is used in combination with other sweeteners to improve the taste of food and beverages, improve t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C25B3/04C07H17/07C07H1/08C25B3/25
CPCC25B9/19C25B1/04C25B3/07C25B15/083C07H1/08C07H15/203C07H1/00
Inventor 谭恒李荫展韦盛孙叶丽赵海南覃仲尧朱泳宏陶丹萍李源志
Owner LIUZHOU GAOTONG FOOD CHEM
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