2-((4-Hydroxyphenyl)amino)-5-methoxybenzenemethanol → 4-(2-Hydroxymethyl-4-methoxyphenylimino)-2,5-cyclohexadien-1-one

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Reaction Steps

To a suspension of 3.7 g of 2-(4-hydroxyphenylamino)-5- methoxybenzenemethanol (Example 1c) in 300 ml of methylene dichloride was added 32 g of silica treated sodium metaperiodate. The reaction mixture was stirred for two hours at room temperature, then filtered and washed with water and dried over anhydrous sodium sulfate. The solution was concentrated and the residue triturated with hexane to give 1.1 g of 4-(2-hydroxymethyl-4-methoxyphenylimino)-2,5-cyclohexadien-1-one, m.p. 87°-89° C.

Provenance & Evidence