ChemicalBook CAS DataBase List Chrysin

Chrysin synthesis

11synthesis methods

Product Name:Chrysin
CAS Number:480-40-0
Molecular formula:C15H10O4
Molecular Weight:254.24

21392-57-4 Synthesis

21392-57-4
137 suppliers
$60.00/50mg

480-40-0
528 suppliers
$11.00/5g

Yield:480-40-0 86%

Reaction Conditions:

with pyridine hydrochloride at 180; for 6 h;Inert atmosphere;

Steps:

Chrysin (1):

The mixture of the compound 6 (1.4 g, 0.005 mol) and excess pyridine hydrochloride (5.0 g) was heated at 180 °C for 6 h under an N₂ atmosphere. Then the mixture was cooled to room temperature and H₂O (100 mL) was added. The mixture was stirred for another 30 min and cooled to approximately 5 °C for several hours. The precipitate was filtered off, washed with cold ethanol and recrystallised from absolute ethanol to give a light yellow powdery (1.1 g, yield 86%);m.p. 280-284 °C (lit.¹⁶ 282-285 °C); IR, ν/cm^-1: 3410 (OH) 1654 (C=O);¹H NMR (400 MHz, DMSO-d₆), δ 6.23 (d, 1H, J = 2.0 Hz, H-6), 6.53(d, 1H, J = 2.0 Hz, H-8), 6.97 (s, 1H, H-3), 7.55-7.62 (m, 3H, H-4′,5′,6′),8.06 (m, 2H, H-2′,3′), 10.94 (s, 1H, OH-7),12.83 (s, 1H, OH-5). MS (m/z):255 [M + 1]⁺.

References:

Liu, Man;Zhang, Ji;Yang, Jian;Yang, Bo;Cui, Wei [Journal of Chemical Research,2014,vol. 38,# 3,p. 134 - 136]