Iodine → HCID 178448027, compound

Participants

Reaction Conditions

Reaction Steps

In a nitrogen atmosphere, 17 g of 2,3,4-trifluoro-1-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene was dissolved into 300 mL of THF, and cooled to −60° C. Into this, 39 mL of butyllithium (1.56 M of hexane solution) was added dropwise for 30 minutes, and stirred for 2 hours. Into this, a THF solution (50 mL) containing 14 g of iodine was added dropwise for 1 hour, and warmed to room temperature. After the reaction solution was poured into a sodium thiosulfate aqueous solution, 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 magnesium sulfate, the solvent was evaporated under a reduced pressure to obtain 25 g of 5-iodo-2,3,4-trifluoro-1-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene.

Provenance & Evidence