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Reagents, solvents and conditions: (a) H2SO4, HNO3, 80 °C, 1 week; (b) 4-aminophenol, isopropanol, 80 °C, 40 h; (b) 4-aminophenol, NaHCO3, EtOH, 100 °C, 20 h; (c) 3-dimethylamino-1-propyl chloride hydrochloride, Cs2CO3, DMF, 100 °C, 3 h; (d) (±)-epichlorohydrin, MeCN, K2CO3, 80 °C, 16 h; (e) aniline, MeOH, r.t., 40 h; (f) morpholine, MeOH, r.t., 36–48 h; (g) Me2NH × HCl, MeOH, 70 °C, 24 h; (h) 20% wt Pd/C, H2, MeOH, r.t., 2 h; (i) BF3OEt2, MeCN, 80 °C, 16 h.
