4-(4-Chloro-3-(trifluoromethyl)phenoxy)benzaldehyde → 1-Chloro-2-(trifluoromethyl)-4-(4-vinylphenoxy)benzene

Participants

Reaction Conditions

Reaction Steps

To a suspension of methyl(triphenyl)phosphonium bromide (5.56 g, 15.57 mmol) in anhydrous tetrahydrofuran (THF) (50 mL), was added BuLi (9.5 ml, 15.20 mmol) dropwise at 0° C. After the reaction mixture had turned to clear solution it was stirred for 15 min at 0° C., then a solution of 4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzaldehyde (4.07 g, 13.54 mmol) in THF (10 mL) was added. The reaction mixture was warmed to rt and stirred for 1 h. The mixture was quenched with saturated NH4Cl, and then concentrated. The residue was dissolved in ethyl acetate (100 mL) and washed with water, and brine. The mixture was dried over anhydrous sodium sulfate and concentrated. Purification via ISCO afforded the title compound (3.0 g).

Provenance & Evidence