Dimethyl Sulfoxide → Methyl 2-fluoro-4-(4-thiomorpholinyl)benzoate

Participants

Reaction Conditions

Reaction Steps

To a 30 ml dimethyl sulfoxide solution of 3.44 g (20 mmol) of methyl 2,4-difluorobenzoate, 1.9 ml (20 mmol) of thiomorpholine and 2.76 g (20 mmol) of potassium carbonate were added, and the mixture was stirred at 80° C. Then, the reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. The washed system was dried over anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to obtain 2.96 g (58%) of the captioned compound.

Provenance & Evidence