Hydrochloric Acid → 2-(4-Acetyl-5-methoxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester

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Reaction Steps

A suspension of 416 mg (2.3 mmol) 1-(4-hydroxy-2-methoxy-5-methyl-phenyl)-ethanone, 0.69 ml (4.6 mmol) 2-bromo-2-methyl-propionic acid ethyl ester, 1.58 g (4.9 mmol) cesium carbonate and a trace of potassium iodide in 25 ml acetonitrile was heated under reflux conditions for 14 h. The mixture was poured onto 1 M HCl solution/ice water 1/1 and extracted two times with ethyl acetate. The combined extracts were washed with brine/ice water and dried over sodium sulfate. Removal of the solvent under reduced pressure gave a yellow oil which was purified by column chromatography (silica gel, heptane/AcOEt) to give 450 mg (1.5 mmol, 66%) of the title compound as colorless oil.

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