Sodium Carbonate → 4-Propyl-1-(3-chloro-5-fluorophenyl)benzene

Participants

Reaction Steps

Firstly, 25.8 g of 4-propylphenylboric acid (S1-1), 30.0 g of 1-bromo-3-chloro-5-fluorobenzene (S1-2), 2.5 g of tetrakis(triphenylphosphine)palladium, 50.1 g of sodium carbonate and 700 ml of a mixed solvent of toluene/ethanol/water=3/3/1 (volume ratio) were added into a reactor under nitrogen atmosphere, and then refluxed for 5 hours. Next, the reaction solution was cooled to room temperature, added with toluene, and then washed with 1N HCl(aq) and water. The resulting solution was dried with magnesium sulfate, and then distilled under reduced pressure to remove the solvent. Next, the residue was purified by silica-gel column chromatography with heptane as an eluent, and then dried under reduced pressure to obtain 34.8 g of 4-propyl-1-(3-chloro-5-fluorophenyl)benzene (S1-3). The yield of compound (S1-3) from (S1-1) was 97.7%.

Provenance & Evidence