Acetic Acid → HCID 14404122, compound

Participants

Reaction Steps

A solution of peracetic acid in acetic acid (32 wt%, 4 ml, 19 mmol) was added dropwise to an efficiently stirred solution of (9-phenanthrylthio)nitromethane (A) (1 g, 3.7 mmol) in chloroform (50 ml). The mixture was stirred for 20 hours and then diluted with water (20 ml). The organic phase was separated and washed with an aqueous solution of sodium metabisulphite, then with brine, and dried (N2SO4). The solvent was removed by evaporation to give a yellow solid. This was purified by flash chromatography on silica (Merck Kieselgel Art. 7736) eluting with toluene to give (9-phenanthrylsulphonyl)nitromethane, as a white crystalline solid (180 mg, 16% yield) m.p. 165°-166° C., (after recrystallisation from toluene); microanalysis, found: C, 59.7; H, 3.7; N, 4.6%; C15H11NO4S requires: C, 59.8; H, 3.7; N, 4.7%

Provenance & Evidence