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ChemicalBook CAS DataBase List Celecoxib
169590-42-5

Celecoxib synthesis

5synthesis methods
Celecoxib is prepared by condensation of 4-methylacetophenone with ethyl trifluoroacetate to give 4,4,4-trifluoro-1-(4- methylphenyl)butane-1,3-dione, which is cyclized with 4-hydrazinophenylsulfonamide.
-

Yield:169590-42-5 99%

Reaction Conditions:

with sulfuric acid at 20; for 8 h;

Steps:



General procedure: To a 5mL round bottom flask were added 4c or 4d(0.1mmol), concentrated H2SO4 (1mL). The reaction was stirred at room temperature for 8h, and then was added to water (10mL) carefully. The mixture was extracted with Et2O. The organic layer was dried over Na2SO4, filtered, and then concentrated in vacuo. The residue was purified by column chromatography on silica gel (DCM/EtOAc=10/1) to afford Celecoxib or Mavacoxib (99% yield) as a white solid. The analytical data are in accordance with literature.9,16,17

References:

Wang, Yongdong;Han, Jing;Chen, Jie;Cao, Weiguo [Tetrahedron,2015,vol. 71,# 43,p. 8256 - 8262]

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