Water → 2-ethyl-2-methyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone

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Reaction Steps

The crude product 2-ethyl-2-methyl-5-{4-(methylthio)phenyl}-3(2H)-furanone from the previous Step 3 was dissolved in 50 ml ethanol, 50 ml THF and 50 ml water, and 10 g of OXONE was added thereto. The reaction mixture was stirred overnight at room temperature. Then the insoluble materials were removed by filtration and the filtrate was concentrated in vacuo. The resulting aqueous layer was extracted with dichloromethane (100 ml×1 and 50 ml×2). The organic layer was concentrated under reduced pressure and the resulting residue was purified by column chromatography (hexane/ethylacetate=2:1) to yield 4.5 g of 2-ethyl-2-methyl-5-{4-(methylsufonyl)phenyl}-3(2H)-furanone. NMR: δ0.89 (t, J=7.2 Hz, 3H), 1.48 (s, 3H), 1.91 (q, J=7.2 Hz, 2H), 3.11 (s, 3H), 6.13 (s, 1H), 8.07 (m, 4H).

Provenance & Evidence