Phenylsilane → HCID 22259822, compound

Participants

Reaction Conditions

Reaction Steps

In a 250 ml round bottom 2-neck flask charged with a magnetic stirring bar and 60 ml freshly distilled toluene, 8.5 g 1-phenyl-2-methylenephospholane-1-oxide (0.04 mol) was dissolved and 11 g of PhSiH3 was added. The flask was flushed with argon and the reaction mixture heated to 60° C. for 2 days. Then the solvent was evaporated and the residue purified by flash chromatography (hexane followed by hexane/EtOAc 15:1) to yield 7.4 g (95%) of 1-phenyl-2-methylenephospholane as a colorless oil, 1H NMR (200 MHz) δ: 1.55-2.10 (m, 4H), 2.20-2.65 (m, 2H), 5.51 (dd, 1H, J=1.6, J=11.0), 5.76 (dd, 1H, J=1.5, J=28.7), 7.05-7.50 (m, 5H), 31 P NMR (200 MHz) δ: −12.6.

Provenance & Evidence