Tetrahydrofuran → 4-(4-(2-(3,4-Difluorophenyl)ethenyl)cyclohexyl)-1-phenyl-1-n-propyl-1-silacyclohexane

Participants

Reaction Steps

12.0 g of potassium t-butoxide was added to a mixture of 48.0 g of 3,4-difiuorobenzyltriphenylphosphonium bromide and 400 ml of tetrahydrofuran to obtain a ylide solution. 32.9 g of 4-(4-phenyl-4-n-propyl-4-silacyclohexyl)cyclohexane carbaldehyde was dropped in the solution. After agitation at room temperature for 2 hours, the reaction mixture was charged into water and extracted with ethyl acetate. The ethyl acetate phase or solution was subjected to washing with brine, drying and concentration to obtain a residue, to which n-hexane was added. The resultant crystals of triphenylphosphine oxide were removed by filtration and the flitrate was concentrated. The resultant residue was purified through column chromatography to obtain 39.9 g (yield: 91%) of 4-(4-(2-(3,4-difluorophenyl)ethenyl)cyclohexyl)-1-phenyl-1-n-propyl-1-silacyclohexane.

Provenance & Evidence