Potassium Carbonate → Methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoate

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A mixture of 2.72 g of 1-(2,4-dihydroxy-3-propylphenyl)ethanone, 2.72 g of methyl 6-bromohexanoate and 2.90 g of anhydrous potassium carbonate in 30 ml of anhydrous dimethyl formamide was stirred and heated at 75° for 7 hours. The usual workup followed by chromatography on 200 g of silica gel and elution with 10% ethyl acetate-toluene gave 2.77 g (62% yield) of 6-(4-Acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester, the titled compound, as an oil.

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