1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)propane-1,3-dione → 2'-Methoxyflavone

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)-propan-1,3-dione (27 g, 0.1 mol) in acetic acid (130 ml) and concentrated sulfuric acid (5 ml) were placed in a flask fitted with a reflux condenser and a stirrer. The flask was heated in a bath maintained at 100° C. for an hour. Then the reaction mixture was poured onto crushed ice (750 g). The solid was filtered off, washed with water, dried and crystallized from methanol to give 24.3 g (96.2%) of the compound (m.p.: 97-98.5° C.). In the literature (J. Org. Chem., 27, 381 (1962)), 102-103° C. is given for the product melting point.

Provenance & Evidence