Methanesulfonic Acid → Phosphorus Pentoxide-Methanesulfonic Acid

Participants

Reaction Conditions

Reaction Steps

Eaton's reagent was prepared by stirring P2O5 (1.0 g) in methane sulfonic acid (10 mL) at rt for 12 h. ISA (2 g) was added to the Eatons reagent and heated at 120° C. for 2 h. The reaction mixture was cooled to rt, quenched with ice and extracted with ethyl acetate. Combined organic layer was washed with 10% NaHCO3 solution (2×100 mL), water (1×100 mL), brine (1×100 mL), dried over anhydrous Na2SO4 and concentrated. The crude product was purified by flash column chromatography using silica gel column using hexane:ethyl acetate as eluent to yield 15B (1.5 g, 75% yield). 1H NMR (CDCl3, 400 MHz) δ 8.05 (d, 1H), 7.5 (m, 1H), 7.3 (m, 1H), 7.2 (m, 1H), 3.67 (m, 1H), 3.3 (m, 1H), 3.14 (m, 1H), 1.3 (d, 3H). LCMS-(M+1)+ 162.

Provenance & Evidence