Water → HCID 178447970, compound

Participants

Reaction Steps

Suspension of 10.7 g of 4-chlorobenzyltriphenyl phosphonium bromide in 100 ml of THF was stirred under nitrogen gas stream and 2.5 g of potassium-t-butoxide was added thereto at room temperature. After stirred at room temperature for 1 hour, a solution prepared by dissolving 6 g of the (trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)benzaldehyde mentioned above in 50 ml of THF was added dropwise. After stirred at room temperature for 2 hours, 300 ml of water was added and extracted with 300 ml of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, the solvent was distilled off under a reduced pressure, and then 250 ml of heptane was added thereto. Precipitate thus separated was filtered off and purified by a column chromatography over silica gel by using ethyl acetate/heptane (1/5) as an eluent. Solvent was distilled off under a reduced pressure to obtain 5.4 g of 4-(2-(4-(trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)phenyl)ethenyl)chlorobenzene.

Provenance & Evidence