Potassium Carbonate → Ethyl 2-methyl-2-[2-methyl-4-[3-(3-methylbenzothiophen-2-yl)propionyl]phenoxy]propionate

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Reaction Steps

To an ice-cold suspension of 1-(4-hydroxy-3-methylphenyl)-3-(3-methylbenzothiophen-2-yl)propan-1-one [Example 1 (1)] (200 mg, 0.645 mmol) and potassium carbonate (445 mg, 3.22 mmol) in 2-butanone (6.4 mL) was added slowly ethyl 2-bromo-2-methylpropionate (0.48 mL, 3.2 mmol). The mixture was heated under reflux for 20 hours, to which was added saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=7/1), to give the titled compound as a pale yellow oil (198 mg, yield 72%).

Provenance & Evidence