Dimethyl Sulfoxide → Methyl 4-(ethylthio)-2-(methoxymethoxy)benzoate

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To a solution of methyl 4-fluoro-2-(methoxymethoxy)-benzoate (10.6 g, 50 mmol) and DMSO (20 mL), under nitrogen, was added sodium ethanethiolate (5.8 g, 55 mmol) in portions. The exothermic reaction was stirred for 19 h, diluted with water, and extracted with ethyl acetate. The organic layer was concentrated; and the residue was dissolved in ether, filtered through diatomaceus earth, and concentrated to give intermediate methyl 4-(ethylthio)-2-(methoxymethoxy)benzoate.

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