2'-Hydroxychalcone

Chemical properties

Yellow needle-like crystals (ethanol). Melting point 88-89°C.

The Uses of 2'-Hydroxychalcone

2'-Hydroxychalcone can be used as intermediates in drug synthesis, such as the preparation of flavonol compounds. Flavonols are widely distributed in nature as secondary metabolites in living organisms, and they have a wide variety of physiological activities, mainly in the cardiovascular system, antiviral, anti-inflammatory and antitumor effects.

Definition

ChEBI: 2'-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'. It has a role as an anti-inflammatory agent. It is a member of phenols and a member of chalcones. It derives from a trans-chalcone.

Preparation

Synthesis of 2'-hydroxychalcone: add 30 ml of 20% (V/V) ethanol and (11.06 mmol) sodium hydroxide in a 50 mL single mouth flask, stir for 0.5 h at room temperature and then add substituted 2-Hydroxyacetophenone (1.66 mmol) and benzaldehyde (1.66 mmol), stir for 18 h at room temperature, TLC monitoring until the new point produces raw material point no longer changes, stop the reaction Then the reaction was poured into water, stirred while adjusting the pH value to acidic with 6 mol/L hydrochloric acid, the reaction was filtered, the filter cake was obtained, rinsed twice with pure water, and 2'-hydroxychalcone was obtained by silica gel column chromatography [V(petroleum ether):V(ethyl acetate) = 5:1] in 85% yield.