Potassium Carbonate → Methyl 3-((1-(3-phenoxyphenyl)-2-oxabicyclo[2.2.2]octan-4-yl)methylthio)propanoate

Participants

Reaction Steps

A mixture of 4-(iodomethyl)-1-(3-phenoxyphenyl)-2-oxabicyclo[2.2.2]octane (7A; 41 mg, 0.098 mmol), methyl 3-mercaptopropanoate (21.14 μl, 0.195 mmol), and K2CO3 (135 mg, 0.976 mmol) in acetonitrile was stirred at rt for 2 days. The reaction was diluted with DCM (5 mL) and then filtered. The filtrate was concentrated in vacuo. The crude oil was purified by flash chromatography on SiO2 (0 to 30% EtOAc:hexanes) to afford the title compound (35 mg, 87% yield) as a clear oil. LCMS, [M+H]+=413.1.

Provenance & Evidence