ChemicalBook CAS DataBase List Fisetin

Fisetin synthesis

11synthesis methods

Product Name:Fisetin
CAS Number:528-48-3
Molecular formula:C15H10O6
Molecular Weight:286.24

2-(3,4-DIMETHOXYPHENYL)-3-HYDROXY-7-METHOXY-4H-CHROMEN-4-ONE

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Yield:528-48-3 97%

Reaction Conditions:

with pyridine hydrochloride at 160; for 12 h;

Steps:

1 Production of 2-(3,4-dihydroxy-phenyl)-3,7-dihydroxy-chromen-4-one (fisetin, Formula 1)

Production of 2-(3,4-dihydroxy-phenyl)-3,7-dihydroxy-chromen-4-one (fisetin, Formula 1)
2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one (17.0 g, 51.78 mmol) and pyridine hydrochloride (35.0 g) were added and stirred at 160° C. for 12 hours.
Water (600 mL) was added to the obtained solid mixture, followed by stirring at room temperature for 2 hours.
The resulting mixture was filtered to obtain fisetin (14.4 g, 97%) as a solid. ¹H-NMR (400 MHz, DMSO) δ: 6.87 (3H, t, J=7.12 Hz), 7.51 (1H, dd, J=1.72, 1.68 Hz), 7.64 (1H, s), 7.89 (1H, d, J=9.32 Hz), 8.98 (1H, s), 9.21 (1H, s), 9.44 (1H, s), 10.68 (1H, s); HRMS (ES+) calculated for C₁₅H₁₀O₆: 286.0477, found: 287.0544.

References:

US2022/220088,2022,A1 Location in patent:Paragraph 0071; 0073-0074

578-86-9 Synthesis