Tetrahydrofuran → HCID 70191646, compound

Participants

Reaction Steps

9.0 g of benzyltriphenylphosphonium chloride and 2.6 g of KOtBu were stirred at RT for 4 h in 80 ml of anhydrous THF. 3.0 g of 4'-formylbiphenyl-2-sulfonamide were then added and the mixture was stirred at RT for 20 h. 200 ml of a saturated aqueous NaHCO3 solution were added and the mixture was extracted 2 times using 200 ml of EA each time. The organic phase was dried over Na2SO4 and the solvent was removed in vacuo. Chromatography on silica gel using DIP/HEP 1:2 yielded 600 mg of cis-4'-styrylbiphenyl-2-sulfonamide, Rf (DIP/HEP 1:2)=0.25 MS(DCI): 336(M+1)+ and 1.2 g of trans-4'-styrylbiphenyl-2-sulfonamide, Rf (DIP/HEP 1:2)=0.20 MS(DCI): 336(M+1)+

Provenance & Evidence