The search for biologically active substances is of great importance, mainly due to the fact of bacterial resistance against the existing therapeutic arsenal. Flavonoids, substances from secondary metabolism, can be a good alternative. Due to these factors, this work reports the study of the reaction of 2-hydroxy-acetophenone and p-anisaldehyde, in an attempt to obtain 2'-hydroxy-chalcone, an intermediate in the synthesis of flavonoids. In this study, the products formed by varying the reaction conditions were analyzed, under reflux at 90°C for 3 hours and 10% NaOH solution; at room temperature, under stirring and without heating with 10% NaOH; and for 3 hours of magnetic stirring using a 50% NaOH solution. Analyzes were performed by HPLC, Mass Spectrometry and Hydrogen RMN.