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ChemicalBook CAS DataBase List (2E)-1-(3-bromophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
22966-28-5

(2E)-1-(3-bromophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one synthesis

1synthesis methods
-

Yield:22966-28-5 85.69%

Reaction Conditions:

with sodium hydroxide in ethanol;water at 20;Claisen-Schmidt condensation;

Steps:

4.6. Synthesis of chalcones 42-44 by the Claisen-Schmidt condensation between acetophenones derivatives and appropriate aromatic aldehydes

General procedure: In general, acetophenone (5 mmol) was added to equimolar of aromatic aldehyde and dissolved in EtOH. To the solution, 6 M NaOH (aq) (2 ml) was added and the reaction mixture was stirred at room temperature until aldehyde was consumed by monitoring with TLC. Then HCl (10%) was added until pH 4 was obtained. The mixture was concentrated in vacuum to remove EtOH, and further extracted with EtOAc. The EtOAc layer was dried over anhydrous sodium sulfate. After removal of the solvent in vacuum, the crude product was purified by recrystallization with EtOH to give corresponding chalcones.

References:

Zuo, Yinglin;Yu, Yi;Wang, Shuni;Shao, Weiyan;Zhou, Binhua;Lin, Li;Luo, Zhuoyu;Huang, Ruogu;Du, Jun;Bu, Xianzhang [European Journal of Medicinal Chemistry,2012,vol. 50,p. 393 - 404] Location in patent:experimental part