Hydrogen Peroxide → HCID 22706889, compound

Participants

Reaction Steps

To a solution of 1,2,3-tribenzyloxybenzene 8 (2.0 g, 5.0 mmol) in HOAc (30 mL), K3Fe(CN)6 (0.82 g, 2.5 mmol) and 30% H2O2 (1.3 g, 11.5 mmol) were added and the resulting solution stirred at room temperature for 18 h. The solution was diluted with 50 mL CH2Cl2 and the organic layer subsequently washed with H2O, saturated aqueous NaHCO3 and brine. Drying and concentration resulted in a red oil. Purification by radial chromatography (2 mm thickness, EtOAc/hexane, 1:19, v/v) afforded 9 as a red oil. 1H NMR (CDCl3): δ7.36-7.32 (m, 10 H), 6.58 (s, 2 H), 5.20 (s, 4 H). 13C NMR (CDCl3): δ184.1, 145.2, 136.1, 134.6 128.5, 128.4, 128.1, 75.1. Anal. Calcd for C20H18O4: C, 74.99; H, 5.03. Found: C, 75.04; H, 5.06. HRMS (FAB) calcd for C20H16O4 (M+H+): 320.1049. Found: 320.1059.

Provenance & Evidence