Water → HCID 18386004, compound

Participants

Reaction Steps

50 mg of 3-bromo-2-{4-(methylthio)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one was stirred with 292 mg of OXONE at room temperature overnight in 5 ml ethanol, 5 ml THF, and 5 ml water. Then the insoluble material was filtered off and the filtrate was concentrated under reduced pressure. The resulting aqueous layer was extracted with dichloromethane and the organic layer was concentrated in vacuo. The resulting residue was purified to column chromatography (hexane/ethylacetate) to afford 68 mg of 3-bromo-2-{4-(methylsulfonyl)phenyl}-1-oxa-spiro[4,4]non-2-en-4-one as a solid. mp: 127-128° C. NMR: δ1.98 (m, 6H), 2.12 (m, 2H), 3.11 (s, 3H), 8.09 (d, J=8.7 Hz, 2H), 8.37 (d, J=8.7 Hz, 2H).

Provenance & Evidence