Hydrogen Peroxide → Indene oxide

Participants

Reaction Steps

To a mixture of indene (426 mg, 3.67 mmol), dicyclohexylcarbodiimide (150 mg, 0.73 mmol), hydrogen peroxide (1 mL of 30% aqueous, 9.8 mmol) and ethanol (5 mL) was added 10 mg of cation exchange resin (mild) beads. The reaction mixture was stirred at room temperature for twenty-four hours. Filtration removed the dicyclohexylurea and the resin beads. The filtrate was partitioned in a separatory funnel between ether (30 mL) and water (20 mL). Standard ethereal workup, followed by column chromatography on silica gel (elution with hexanes:ether, 10:1) afforded indene epoxide (94 mg, 98%).

Provenance & Evidence