HCID 13885636, compound → HCID 21282148, compound

Participants

Reaction Steps

This Example illustrates the preparation of 2-(4-ethoxyphenyl)-5-(3-phenoxyphenyl)-1,1,1-trifluoropentane. A mixture of E and Z isomers of 2-(4-ethoxyphenyl)-3-(3-phenoxyphenyl)-1,1,1-trifluoropent-2-ene (0.4 g) in ethanol (20 cm3) in the presence of a hydrogenation catalyst (10% palladium on charcoal, 50 mg) was stirred under an atmosphere of hydrogen at a pressure of 2 atmospheres for 1 hour, then 4 atmospheres for 4 hours. The reaction mixture was filtered to remove the catalyst and the filtrate concentrated by removal of the ethanol by evaporation under reduced pressure. The residue was dissolved in chloroform, and the solution washed with water twice, dried over anhydrous magnesium sulphate and concentrated by evaporation of the solvent under reduced pressure. The residual oil was purified by column chromatography using a short silica gel column eluted with 2:25 mixture by volume of ethyl acetate and hexane to yield 2-(4-ethoxyphenyl)-3-(3-phenoxyphenyl)-1,1,1-trifluoropentane (0.32 g) as a colourless oil.

Provenance & Evidence