4,4,4-Trifluoro-1-phenyl-1,3-butanedione synthesis
- Product Name:4,4,4-Trifluoro-1-phenyl-1,3-butanedione
- CAS Number:326-06-7
- Molecular formula:C10H7F3O2
- Molecular Weight:216.16
Yield:326-06-7 100%
Reaction Conditions:
with sodium ethanolate in ethanol; for 2 h;Reflux;Claisen Condensation;
Steps:
4.4.1 General procedure for the synthesis of β-diketones
General procedure: To a solution of freshly prepared NaOEt from Na (1.67 equiv.) and absolute EtOH (15mL), aryl/alkyl methylketone (1.0 equiv.) was added. After 5min, ethyl trifluoroacetate (1.07 equiv.) was added, and the reaction mixture was then stirred for 2h under reflux. When possible, the product was isolated by precipitation of the reaction mixture, which was poured onto a solution of 1M HCl (25mL) in ice (25g), with the crude product collected by filtration and further used without purification. If a precipitate was not formed, extraction with EtOAc (3×15mL) from the water phase was performed. The combined organic phases were washed with brine (30mL) and dried over anhydrous Na2SO4 before the final evaporation of solvents under reduced pressure.
References:
Dol?ak, Ana;?ribar, Dora;Scheffler, Alexander;Grabowski, Maria;?vajger, Urban;Gobec, Stanislav;Holze, Janine;Weindl, Günther;Wolber, Gerhard;Sova, Matej [European Journal of Medicinal Chemistry,2021,vol. 225,art. no. 113809]
