Toluene → HCID 178438790, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen replacement, 1.23 g of sodium hydride (60% in oil) was suspended in 18 ml of DMF. Into this, the THF (36 mL) solution containing 9 g of 5-(3-hydroxy-1-hexyl)-2,3,4-trifluoro-1-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene was added dropwise for 30 minutes, and stirred for 3 hours at 40° C. and then for 3 hours at 50° C. After toluene was added and stirred for a while, an organic layer was separated and an aqueous layer was extracted with toluene. After the extract and the organic layer were mixed together, washed using water and a saturated saline solution in that order, and dried using anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure. The residue was purified by carrying out column chromatography (silica gel, hexane), recrystallization (hexane), recrystallization (hexane/ethanol) to obtain 2.5 g of 7,8-difluoro-6-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]-2-propylchroman as colorless needlelike crystals.

Provenance & Evidence