[1] The methyl group on a sulfoxide is sufficiently acidic to substitute for phenolic hydroxyl.

The preparation of this combined α- and β-blocker sulfinalol begins by protection of the phenolic hydroxyl as its benzoate ester.

Successive catalytic reduction and saponification affords aminoalcohol 4.

Oxidation of the sulfide to the sulfoxide with a reagent such as metaperiodate gives sulfinalol (5).

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