Cesium fluoride → HCID 20036689, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]([F:14])([F:13])[F:12])[CH2:9][OH:10])=[CH:4][CH:3]=1.O([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25]Br)C1C=CC=CC=1.[F-].[Cs+]>COCCOCCOC>[C:2]1([C:22]2[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=2)[CH2:25][O:10][CH2:9][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[C:11]([F:12])([F:13])[F:14])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Under a nitrogen atmosphere, 0.50 g of 2-(4-fluorophenyl)-3,3,3-trifluoropropanol and 0.63 g of 3-phenoxybenzyl bromide was dissolved in 15 ml of dry diethyleneglycol dimethylether. Into the solution, 1.83 g of dry cesium fluoride was added at room temperature, and the reaction solution was stirred at room temperature for 48 hours. Thereafter, the reaction solution was poured into dilute HCl-ice water and extracted twice with diethyl ether. The ether layers were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure, and the residue was subjected to preparative thin-layer chromatography on silica gel to obtain αmg of the desired compound.