Synthesis of 1-Hydroxy-2-(Prop-2'-Enyl) 9-Antrone
نویسندگان
1 Department of Chemistry, Shiraz University, Shiraz, I.R. IRAN
2 Department of Chemistry, Shiraz University, Shiraz, I.R. IRAN
3 Department of Chemistry, Shiraz University, Shiraz, I.R. IRAN
doi
10.30492/ijcce.1993.10926چکیده
An efficient synthesis of the 1-hydroxy-2-(prop-2'-enyl)9-anthrone is described. Selective nitration of anthraquinone, reduction to the corresponding amine, diazotization and treatment by sulfuric acid solution afforded the 1-hydroxy-9,10-anthraquinone in good yield as the key intermediate. Reaction with allyl bromide/K2CO3 and subsequent selective reduction accompanied by a Claisen rearrangement produced the title compound in high yield.
