As a method for the synthesis of polyhydroxynaphthoquinones, 2-ethyl-3, 6, 7, 8-tetrahydroxy-1, 4-naphthoquinone was synthesized by the following course: Starting with ethyl 3, 4, 5-trimethoxybenzoylacetate, it passed through diethyl α-ethyl-β-3, 4, 5-trimethoxybenzoylsuccinate, α-ethyl-β-3, 4, 5-trimethoxybenzoylpropionic acid, α-ethyl-γ-3, 4, 5-trimethoxyphenylbutyric acid, 2-ethyl-6, 7, 8-trimethoxytetralone-(1), 2-ethyl-6, 7, 8-trimethoxynaphthol-(1), 2-ethyl-6, 7, 8-trimethoxy-1, 4-naphthoquinone and its 2, 3-oxide, and 2-ethyl-3-hydroxy-6, 7, 8-trimethoxy-1, 4-naphthoquinone, and finally to 2-ethyl-3, 6, 7, 8-tetrahydroxy-1, 4-naphthoquinone. Coloration of hydroxynaphthoquinones to bicarbonate, sodium hydroxide and lead acetate was compared.
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