Hydrochloric Acid → HCID 178450083, compound

Participants

Reaction Steps

To 20.5 g of 2-butyl-7,8-difluorochroman-2-ol which was dissolved in 70 mL of DMF, 25 g of 4-(trans-4-ethylcyclohexyl)cyclohexylmethyl methanesulfonate and 11.4 g of anhydrous potassium carbonate were added, and heated to reflux for 3 hours. The reaction solution was poured into 10% hydrochloric acid, stirred for a while, and extracted with toluene. An organic layer was washed using 10% hydrochloric acid twive, water, a 5% sodium hydroxide aqueous solution twice, water, a saturated sodium hydrogen carbonate aqueous solution twice, and a saturated saline solution in that order, and dried using anhydrous magnesium sulfate. The solvent was evaporated under a reduced pressure, and the obtained brown solid material was purified by carrying out column chromatography (silica gel, hexane/toluene), recrystallization (hexane), recrystallization (acetone), and recrystallization (acetone), to obtain 14.7 g of 2-butoxy-7,8-difluoro-6-(trans-4-(trans-4-ethylcyclohexyl)cyclohexylmethoxy) chroman (If) as a colorless crystal.

Provenance & Evidence