Acetonitrile → Triphenylphosphine Oxide

Participants

Reaction Steps

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (25 mg, 0.083 mmol), Cesium Fluoride (70 mg, 0.461 mmol), Ethoxydiphenylphosphane (78 mg, 0.33 mmol), Acetonitrile (1 ml): Reaction Time: 16 h; Rf: 0.3 (1:3 EtOAc:Pet Ether); White Solid; 17.5 mg, 75%; 1H NMR (400 MHz, CDCl3, TMS) δ 7.74-7.63 (m, 6H), 7.59-7.51 (m, 3H), 7.50-7.40 (m, 6H); 13C NMR (100 MHz, CDCl3, TMS) δ 132.5 (d, J=104.0 Hz), 132.1 (d, J=10.0 Hz), 131.9 (d, J=2.3 Hz); 128.5 (d, J=12.4 Hz); 31P NMR (162 MHz, CDCl3) δ 29.2; Mass (M+Na)+ 301; Known Compound, Lit. K. Prokop, D. Goldberg, J. Am. Chem. Soc. 2012, 134, 8014.

Provenance & Evidence