m-Chloroperbenzoic acid → 2-(4-Methoxybenzoyl)-3-phenylbenzothiophene-1-oxide

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Reaction Steps

The product from Example 1 (8.2 g,; 0.0238 mole) dissolved in chloroform was cooled in an ice-ethanol bath, and 4.5 g. (0.026 mole) of m-chloroperbenzoic acid in chloroform were added dropwise. The mixture was stirred at room temperature overnight. The resulting mixture then was washed successively with aqueous sodium bicarbonate solution, aqueous sodium chloride solution, and water. The mixture then was dried over magnesium sulfate. The mixture was concentrated, and ethanol was added to the residue. The product crystallized upon scratching of the vessel wall. The solid was filtered and washed with a mixture of ethanol and ether. The solid was air dried to obtain 7.2 g. of product, m.p. 118°-120° C. Thin layer chromatography (TLC) showed the presence of a trace of starting material.

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