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ChemicalBook CAS DataBase List 7,8-Dihydroxyflavone
38183-03-8

7,8-Dihydroxyflavone synthesis

13synthesis methods
4H-1-Benzopyran-4-one, 2-phenyl-7,8-bis(phenylmethoxy)-

500866-00-2

7,8-Dihydroxyflavone

38183-03-8

GENERAL METHOD: Compound 10a (4.3 g, 10.0 mmol) or 10b (5.4 g, 10.0 mmol) was dissolved in THF/CH3OH (40.0 mL/40.0 mL) mixed solvent and 10% Pd/C (0.5 g) was added. The reaction mixture was stirred overnight under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (6:1, v/v) as eluent to give the target product 11a or 11b.

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Yield:38183-03-8 90.5%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in tetrahydrofuran;methanol at 40; under 4560.31 - 6080.41 Torr;

Steps:

1.6; 2.6; 3.6; 4.6; 5.6; 6.6 (6) Synthesis of compound dhf6

1.3kg dhf-5, 16L methanol: thf=1:1, 270g palladium-carbon were sequentially added into the autoclave, the temperature was controlled to be about 40°C, hydrogen was introduced to control the pressure to react at 6-8 atmospheres, and tlc followed the reaction. After most of the solvent is screwed directly off (part of the methanol and all thf) After completion of the reaction, palladium carbon was removed by suction filtration cooling crystallization, filtration and washed and dried to give yellow-green solid product was 680g. Melting point: 178°C, yield: 90.5%.

References:

CN111303105,2020,A Location in patent:Paragraph 0035-0076

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