Method for preparing o-benzoquinone derivative based on quercetin structure
A technology of quercetin and derivatives, which is applied in the field of preparation of o-benzoquinone derivatives, can solve the problems of quercetin insolubility in water, low bioavailability, application limitations, etc. High-purity, easy-to-handle effects
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Embodiment 1
[0037] Weigh 0.50g of quercetin, dissolve it in 20mL of absolute ethanol solution, slowly add aqueous sodium hydroxide solution dropwise while stirring, and adjust the pH to 9.2, and it can be observed that the solution turns from light yellow to dark. Measure 0.16g of furfurylamine and dissolve it in 20mL of absolute ethanol solution, and slowly drop it into the ethanol solution of quercetin. The mixed reaction solution was heated and stirred in a constant temperature water bath at 50°C, during which the reaction progress was monitored by TLC, that is, the volume ratio of petroleum ether: ethyl acetate: methylene chloride was 2:3:1 as the developer, and the thin layer The plate was placed under a UV lamp and then observed in an iodine jar until the reaction was complete. During the reaction, it can be observed that the mixed solution was yellow at the beginning, and then the color deepened and slowly turned red. After the reaction was complete, the solution was suction-filte...
Embodiment 2
[0039] Weigh 0.50g of quercetin and dissolve it in 20mL of absolute ethanol solution, slowly add aqueous sodium hydroxide solution dropwise under stirring, and adjust the pH to 10, and it can be observed that the solution turns from light yellow to dark. Measure 0.14g of morpholine and mix with 20mL of absolute ethanol, drop into the above-mentioned ethanol solution of quercetin. The mixed reaction solution was heated and stirred in a constant temperature water bath at 60°C. During this period, TLC was used to select petroleum ether: ethyl acetate: dichloromethane at a ratio of 2:3:1, and add two drops of methanol as a developing agent for the reaction. Monitor until reaction is complete. Filter the solution after the reaction is complete with a Buchner funnel while it is hot, and use a vacuum distillation device to rotate the filtrate at a temperature of 60°C. After most of the solvent is distilled, the remaining part of the rotary evaporation bottle is distilled with dichlor...
example 3
[0041] Weigh 0.50g of quercetin and dissolve it in 20mL of absolute ethanol, slowly drop in aqueous sodium hydroxide solution while stirring, and adjust the pH to about 12. It can be observed that the solution changes from light yellow to deep yellow. Then weigh 0.16g cyclohexylamine, mix it with 20mL absolute ethanol and drop it into the ethanol solution of quercetin. The above mixed reaction solution was heated and stirred in a constant temperature water bath at 70°C. It was observed that the solution was initially yellow, and as the reaction progressed, the color gradually darkened to yellowish brown. During this period, TLC was used to monitor the progress of the reaction until the reaction was complete. Filter the fully reacted solution with a Buchner funnel while it is still hot, transfer the filtrate to a vacuum distillation device and rotary evaporate, set the temperature at 40°C, distill off most of the solvent, dissolve the remaining product with dichloromethane, and...
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