Sodium Acetate → Methyl 5,8-dimethyl-4-hydroxy-1,1-dioxo-1,2,3,4-tetrahydro-1lambda6-thiochromene-6-carboxylate

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Reaction Conditions

Reaction Steps

10 g (0.04 mol) of methyl 5,8-dimethyl-4-hydroxy-6-thiochromanecarboxylate and 4.9 g (0.06 mol) of sodium acetate were together added to 200 ml of methanol. The mixture was cooled to 0° C. and slowly admixed with a solution of 41.4 g (0.07 mol) of OXONE® (potassium peroxymonosulfate) in 200 ml of water. During the addition, the reaction temperature was kept below 6° C. The mixture was subsequently stirred at room temperature for 4 h and then diluted with 120 ml of water. The mixture was extracted with methylene chloride (3×200 ml), and the extract was dried over MgSO4 and concentrated using a rotary evaporator.

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