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ANALYSIS OF CLAISEN-SCHMIDT CONDENSATION PRODUCTS BETWEEN 2-HYDROXY-ACETOPHENONE AND p-ANISALDEHYDE IN BASIC MEDIUM

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.

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ANALYSIS OF CLAISEN-SCHMIDT CONDENSATION PRODUCTS BETWEEN 2-HYDROXY-ACETOPHENONE AND p-ANISALDEHYDE IN BASIC MEDIUM

  • DOI: 10.22533/at.ed.3172282202128

  • Palavras-chave: Condensation Reaction, Chalcone, Flavanone

  • Keywords: Condensation Reaction, Chalcone, Flavanone

  • Abstract:

    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.

  • Heriberto Rodrigues Bitencourt
  • Carlos Alberto Beckman de Albuquerque
  • Antonio Pedro da Silva Souza Filho
  • Maricelia Lopes dos Anjos
  • Carla Jacqueline de Almeida Maciel
  • Jeferson Rodrigo Souza Pina
  • José Ciríaco Pinheiro
  • Lady Laura Pantoja Pereira de Carvalho
  • Andrey Moacir do Rosário Marinho
  • Ossalin de Almeida
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