Toluene → 2-(4-Propylphenyl)-1,7,8-trifluoronaphthalene

Participants

Reaction Conditions

Reaction Steps

1,7,8-Trifluoronaphthalene-2-yl trifluoromethanesulfonate (15 g), 4-propylphenylboric acid (11.2 g), potassium carbonate (18.8 g), tetrakis(triphenylphosphine)palladium(0) (1 g), toluene (50 ml), tetrahydrofuran (50 ml), and water (20 ml) were added in an autoclave and stirred for 4 hours at 90° C. under pressurized nitrogen (2 kg/cm2). The reaction solution was poured into water. The organic layer was removed, and the aqueous layer was extracted with toluene. The organic layers were combined, washed with 10% hydrochloric acid and brine, and concentrated. The residue was purified by column chromatography (silica gel, hexane), and 2-(4-propylphenyl)-1,7,8-trifluoronaphthalene was obtained.

Provenance & Evidence