ChemicalBook CAS DataBase List 4',5-Dihydroxy-3',5',6,7-tetramethoxyflavone

4',5-Dihydroxy-3',5',6,7-tetramethoxyflavone synthesis

10synthesis methods

Product Name:4',5-Dihydroxy-3',5',6,7-tetramethoxyflavone
CAS Number:83133-17-9
Molecular formula:C19H18O8
Molecular Weight:374.34

4H-1-Benzopyran-4-one, 2-(4-hydroxy-3,5-dimethoxyphenyl)-5,6,7-trimethoxy-

93124-90-4
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4',5-Dihydroxy-3',5',6,7-tetramethoxyflavone

83133-17-9
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Yield:83133-17-9 79%

Reaction Conditions:

Stage #1: 4'-hydroxy-3',5,5',6,7-pentamethoxyflavonewith aluminum (III) chloride in acetonitrile; for 1 h;Heating;
Stage #2: with hydrogenchloride in water; for 1 h;Reflux;regioselective reaction;

Steps:

Synthesis of 5-hydroxy-6,7-dimethoxy flavones 3a-3d.

General procedure: To a solution of 1a-1g (5 mmol) in anhydrous acetonitrile was added aluminium chloride (10mmol). The mixture was heated at 60 for 1h, then added 10% HCl (aq.) (10mL), and refluxed for 1h. The solution was poured into ice-water, filtrated; the residue was recrystallized from ethanol to afforded light yellow compounds.

References:

Su, Liang;Li, Wei;Liu, Kexiong;Wang, Qiuan [Natural Product Research,2022,vol. 36,# 16,p. 4070 - 4075] Location in patent:supporting information