Naringin dihydrochalcone synthesis
- Product Name:Naringin dihydrochalcone
- CAS Number:18916-17-1
- Molecular formula:C27H34O14
- Molecular Weight:582.56
10236-47-2
18916-17-1
Naringin was used as a raw material to synthesize 1-(4-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2,6-dihydroxyphenyl)-3-( 4-hydroxyphenyl)propan-1-one was prepared in the following general procedure: 120 g of the natural extract (containing 600 g of 8% naringin) was dissolved in potassium hydroxide solution and filtered to obtain a clarified solution. The filtrate was transferred to a 2000 ml autoclave and 200 g of ethanol and 3 g of palladium carbon catalyst were added. Hydrogen was introduced at 55°C, maintaining the pressure at 1~2MPa, and the reaction was carried out for 5~7 hours until the hydrogen absorption was basically completed. The reaction solution was removed and filtered to remove the palladium-carbon catalyst. Subsequently, the hydrogenated solution was acidified with hydrochloric acid, the pH was adjusted to 5-7, and stirred thoroughly to induce crystallization, and a white solid was rapidly precipitated. The mixture was cooled to 20 °C and filtered, and the resulting wet product was dried under reduced pressure at 60 °C to give 118 g of dihydronaringenin chalcone as a white powder with 98.9% liquid phase purity and 98% molar yield. The product needs to be stored in a cool place under light nitrogen protection.
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18916-17-1
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Yield:18916-17-1 98%
Reaction Conditions:
with palladium on activated charcoal;hydrogen;potassium hydroxide in ethanol at 55; under 7500.75 - 15001.5 Torr;Autoclave;Temperature;Reagent/catalyst;Pressure;
Steps:
4
Natural extract 120g 600g8% naringin was dissolved in a solution of potassiumhydroxide, clear solution was filtered, and the filtrate was added 2000ml autoclave,200g of ethanol was added, 3g palladium on carbon catalyst, 55 introducing hydrogenat a pressure of 1 ~ 2MPa , 5 ~ 7H after hydrogen absorption substantially completehydrogen absorption, the reaction solution was taken out, filtered off and palladium oncarbon, hydrogenation was directly acidified with hydrochloric acid to adjust pH to 5-7,stirred sufficiently crystallized white solid precipitated quickly. Cooling to 20 filtration, the wet product was dried under reduced pressure at 60 , you can getdihydro naringin chalcone 118g, white powder, liquid purity 98.9% molar yield of 98%.Products from light nitrogen stored in a cool place.
References:
CN105801636,2016,A Location in patent:Paragraph 0022
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18916-17-1
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18916-17-1
314 suppliers
$5.00/5g