Potassium tert-butoxide → 1,2-Dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene

Participants

Reaction Steps

To a solution of methyltriphenylphosphonium bromide (60.3 g) in THF (800 mL) was added potassium tert-butoxide (20.7 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added dropwise a solution of 1-(3,4-dichlorophenyl)-2-(4-methoxyphenoxy)ethanone (48 g) in THF (400 ml), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (15.1 g).

Provenance & Evidence