Iodine → HCID 178447924, compound

Participants

Reaction Steps

5.9 ml of a 1.6N butyllithium solution in hexane are added dropwise during 20 min. to a solution of 2.14 g of 1-(trans-4-propylcyclohexyl)-3,5-difluorobenzene in 20 ml of dry tetrahydrofuran at -70° C. and the mixture is left to react at -70° C. for 1 hr. Then, a solution of 2.4 g of iodine in 10 ml of dry tetrahydrofuran is added dropwise within 10 min. at -60° and the mixture is gradually warmed to room temperature over a period of a further 30 min. The resulting yellow solution is thereafter treated with 10 ml of water and then with 10 ml of a 10 percent aqueous sodium bicarbonate solution and extracted with ether. The ether solution is washed with saturated sodium chloride solution and several times with water, dried over magnesium sulphate, filtered and concentrated. Chromatography of the residue over 150 g of silica gel with hexane gives 3.27 g of 1-(trans-4-propylcyclohexyl)-3,5-difluoro-4-iodobenzene as a colorless liquid.

Provenance & Evidence