1-(3,5-Bis(trifluoromethyl)phenyl)ethanol → 1-(1-Bromoethyl)-3,5-bis(trifluoromethyl)benzene

Participants

Reaction Steps

To a solution of 1.89 g of (+/-)-1-(3,5-bis(trifluoromethy)-phenyl)-1-hydroxyethane prepared as in Example 5, Step A in 50 mL of acetonitrile at room temperature was added 5.15 g of triphenylphosphine dibromide. After 1.5 h, the reaction was partitioned between ether and water and the ether layer was washed with brine, dried with sodium sulfate and evaporated. The product was triturated with hexanes, filtered to remove the solid and reconcentrated. The residue was purified by flash chromatography using hexanes to provide 1.75 g of title compound as an oil.

Provenance & Evidence