Abstract
tert-Butylation of 1-naphthol with tert-butyl alcohol in acetic acid in the presence of sulfuric acid, and with tert-butyl chloride in tetrachloroethane or chloroform in the presence of anhydrous zinc chloride were studied.
The reaction products were separated and identified.
In the former reaction, the following products were obtained ; 2-tert-butyl-1- naphthol (the main product), 2, 4-di-tert-butyl-1-naphthol, 4-tert-butyl-l-naphthol, 2-tert-butyl-1, 4-naphthoquinone and 3, 3'-di-tert-butyl-4, 4'-dinaphthoquinone.
In the latter, the main product was 3, 6-di-tert-butyl-1-naphthol, and the products described above were also detected.
3, 6-Di-tert-butyl-1-naphthol was obtained in about 40% yield in chloroform, and 4-tert-butyl-l-naphthol was obtained in about 42% yield in tetrachloroethane.