2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 3-(1,3-Benzodioxol-5-yl)-6-propoxy-1H-inden-1-one

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Reaction Steps

A solution of 1-(3,4-methylenedioxyphenyl)-5-prop-1-yloxy-3-oxo-indane (2.7 g, 9.06 mmol), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (2.45 g, 10.87 mmol) in 1,4-dioxane (80 ml) was stirred at reflux for 2 h. The solvent was removed under reduced pressure and the resulting residue was dissolved in methylene chloride and filtered. The filtrate was concentrated and flash chromatography (silica gel, 3:7 ethyl acetate:hexane) afforded the title compound as a red solid (1.48 g, 55%).

Provenance & Evidence