was extracted out. The combined acidic extracts were neutralized with 10 N NaOH, extracted into ethyl acetate, washed with water and brine, and dried over sodium sulfate. Evaporation of solvents under reduced pressure gave l-(3-methoxy-2-aminophenyl)pyrene as a brown oil (0.66 g, 68% yield). The amino compound was cyclized as described above for 26. Flash chromatography on silica gel (10% benzene-hexane) yielded 28 as a yellow residue. Crystallization from hexane afforded pure 28 as yellow needles: 30 mg (5%); mp 209-211 °C; mass spectrum, m/e (relative intensity) 306 (100, M+), 263 (67).7-Hydroxyindeno[ l^.S-cd Jpyrene (21). Treatment of 28 (30 mg, 98 /nmol) as described above for 22 yielded 21 as yellow needles: 20 mg (69%); mp 226-228 °C dec; mass spectrum, mje (relative intensity) 292 (100, M+), 263 (45); UV (EtOH) XmM (t)
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.