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An optimized method for synthesis of 2’hydroxy chalcone


Affiliations
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, India
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., India
     

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The main aim of present work is to develop optimised method for synthesis of 2’hydroxy chalcone. 2’hydroxy chalcone was synthesized by Claisen–Schmidt condensation between o-hydroxy acetohenone and benzaldehyde. Variety of bases tried as catalyst for synthesis of 2’hydroxy chalcone. Calcium hydroxide and magnesium hydroxide proved ineffective for synthesis. Lithium hydroxide slightly converts reactant to product. Sodium hydroxide shows best catalytical activity compare to other bases. Isopropyl alcohol proved better solvent then other solvents like methanol, ethanol, acetonitrile, dichloromethane and tetrahydrofuran. In optimization step, effect of solvent and base quantity, stirring time and temperature was examined. Temperature shows drastic effect on product yield and purity. At 0˚C best yield was obtained. Amount of base catalyst also shows significant effect on yield. 20ml of 40% NaOH gives best results for 0.05mol reactants. 50ml IPA was needed for the best results for 0.05mol reactant. In approximate 4h, reaction should be completed. Further stirring was not too much effective.

Keywords

2’ hydroxyl chalcone, Claisen–Schmidt condensation, IPA, NaOH
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  • An optimized method for synthesis of 2’hydroxy chalcone

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Authors

Nikunj Patadiya
Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, India
Vipul Vaghela
Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., India

Abstract


The main aim of present work is to develop optimised method for synthesis of 2’hydroxy chalcone. 2’hydroxy chalcone was synthesized by Claisen–Schmidt condensation between o-hydroxy acetohenone and benzaldehyde. Variety of bases tried as catalyst for synthesis of 2’hydroxy chalcone. Calcium hydroxide and magnesium hydroxide proved ineffective for synthesis. Lithium hydroxide slightly converts reactant to product. Sodium hydroxide shows best catalytical activity compare to other bases. Isopropyl alcohol proved better solvent then other solvents like methanol, ethanol, acetonitrile, dichloromethane and tetrahydrofuran. In optimization step, effect of solvent and base quantity, stirring time and temperature was examined. Temperature shows drastic effect on product yield and purity. At 0˚C best yield was obtained. Amount of base catalyst also shows significant effect on yield. 20ml of 40% NaOH gives best results for 0.05mol reactants. 50ml IPA was needed for the best results for 0.05mol reactant. In approximate 4h, reaction should be completed. Further stirring was not too much effective.

Keywords


2’ hydroxyl chalcone, Claisen–Schmidt condensation, IPA, NaOH

References