Sulfuric Acid → HCID 58174739, compound

Participants

Reaction Steps

Sulfuric acid (96 percent, 200 mL) is added slowly under nitrogen to dicyclohexyl(4-phenylcyclohexyl)phosphine (25 g; 70.2 mol), prepared above, at −70° C. The mixture is warmed to room temperature and stirred for 3 hrs. The reaction mixture is added carefully to 2 L of water purged with nitrogen and cooled to about +5° C. The water solution is extracted 4 times with methylene chloride (250 mL each, four times). The solid present initially in the water solution disappears during the course of extraction. Methylene chloride is evaporated, a white residue is dried in vacuum for 1 h to give 25.1 g (82%) of the product 4-[4-(dicyclohexylphosphino)cyclohexyl]benzenesulfonate in the acid form, Cy2PC6H10C6H4SO3H. 31P{1H} NMR (δ CD2Cl2, ppm): 13.07; 1H NMR (δ CD2Cl2, ppm): 1.2-2.2 (m, 31H, cyclohexyl), 2.60 (m, 1H, PhCH), 7.24 and 7.59 (dd, J=8.2 Hz, 4H, aromatic).

Provenance & Evidence