1: AlCl3 / CH2Cl2 / 2 h / -5 - 25 °C 2: 1.) NaCNBH4, 2.) aq. HCl / 1.) MeOH, RT, 15 h 3: Et3N / CH2Cl2 / 0.17 h / Ambient temperature 4: 41 percent / HN03, H2SO4 / nitromethane / 1 h / -5 °C 5: NH4COOH / Pd/C / methanol / Ambient temperature 6: LiAlH4 / diethyl ether / 15 h / Ambient temperature 7: NH2OH*HCl, Na2SO4 / H2O / 1 h / Heating 8: 1.) 90 percent aq. H2SO4, 2.) LiAlH4 / 1.) a) RT, 0.5 h, b) 80 deg C, 0.5 h, 2.) diethyl ether, RT, 1 h View Scheme

1: 80 percent / CH2Cl2 2: B2H6 / tetrahydrofuran View Scheme

aluminium trichloride Friedel-Crafts acylation;

T=200°C; 4 h;

1: 52 percent / anhydrous AlCl3 2: 82 percent / selenium dioxide / dimethylsulfoxide / 0.03 h / microwave irradiation View Scheme

bis-triphenylphosphine-palladium(II) chloride; triethylamine in tetrahydrofuran T=80°C; 3 h; Schlenk tubeInert atmosphere;

aluminium trichloride

1: methyl zinc iodide 2: anschliessend mit Natronlauge 3: ueber das Lg-Hydrogentartrat 4: palladium; ethanol; acetic acid / Hydrogenation 5: aqueous KOH-solution View Scheme