Potassium Carbonate → 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene

Participants

Reaction Steps

To a solution of 25.0 g of 3,5-dichlorophenylboric acid in 200 mL of tetrahydrofuran and 100 mL of water, 27.5 g of 2-bromo-3,3,3-trifluoropropene, 38.0 g of potassium carbonate and 1.84 g of dichloro-bis(triphenylphosphine) palladium (II) were added and the resultant mixture was stirred while heating the mixture to reflux for 3 hours. After the completion of the reaction, the reaction mixture was left to be cooled to room temperature and 500 mL of ice water was added to the mixture, followed by extracting the mixture with ethyl acetate (500 mL×1). The organic phase was cleaned with water and then dried over anhydrous sodium sulfate, and the solvent was distilled off from the organic phase under reduced pressure, followed by purifying the resultant residue by silica gel column chromatography eluting with hexane to obtain 25.7 g of the objective substance as a colorless oily substance.

Provenance & Evidence