Chemistry Letters

A practical synthesis and estrogenic activity of 5-hydroxy-1-(4'-hydroxyphenyl)-1, 3, 3-trimethylindan, a contaminant in industrial grade bisphenol A

M Terasaki, F Shiraishi, T Nishikawa, M Morita…

Index: Terasaki, Masanori; Shiraishi, Fujio; Nishikawa, Tomohiro; Morita, Masatoshi; Makino, Masakazu Chemistry Letters, 2005 , vol. 34, # 2 p. 188 - 189

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Abstract

A practical synthesis of 5-hydroxy-1-(4′-hydroxyphenyl)-1, 3, 3-trimethylindan was achieved from α-methylstyrene. The starting compound was dimerized in the presence of trifluoroacetic acid to produce 1-phenyl-1, 3, 3-trimethylindan. Aromatic nitration of the phenylindane was carried out using a mixture of nitric acid and acetic anhydride. The nitro group was then converted to hydroxyl via reduction and a diazonium salt sequence to ...