Cyclohexyl bromide → HCID 13565960, compound

Participants

Reaction Steps

A solution of 0.4 g of 3-(3,4-dibenzyloxyphenyl)propionaldehyde in 5 ml of anhydrous tetrahydrofuran was cooled to 0° to 5° C. and then 5 ml of an ether solution of cyclohexyl magnesium bromide prepared from 0.12 g of metallic magnesium and 0.82 g of cyclohexyl bromide was added dropwise to the solvent. Thereafter, the reaction mixture was stirred for 15 minutes and after adding thereto 50 ml of an aqueous 5% hydrochloric acid solution, the product was extracted with 30 ml of toluene. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to provide an oily product. The product was applied to silica gel column chromatography and eluted with toluene to provide 0.2 g of 3-(3,4-dibenzyloxyphenyl)-1-cyclohexyl-1-propanol.

Provenance & Evidence