1.) ether, toluene, room temp., 5 min; 2.) toluene, 1h, reflux; Yield given. Multistep reaction;

magnesium bromide

1: 76 percent / O2 / SnCl4 / CH2Cl2 / 20 h / 23 °C 2: 97 percent / MgBr2 / toluene / 12 h / Heating View Scheme

nitric acid 0.0333333 h;

1: 96 percent / Ag2O / CHCl3 / Heating 2: Na2S2O4 / diethyl ether; CHCl3; H2O 3: 91 percent / 2 N NaOH / dioxane / Ambient temperature 4: 88 percent / H2 / Pd/C (10 percent Pd) / methanol / Ambient temperature 5: 87 percent / PbO2 / CHCl3 / further reagents: FeCl3 in MeOH 6: 97 percent / HNO3 (65 percent) / 0.03 h View Scheme

1: 17 percent / NaCr2O7/conc. H2SO4 / H2O / 1) 10-20 deg C, 1 h, 2) CHCl3, overnight 2: 96 percent / Ag2O / CHCl3 / Heating 3: Na2S2O4 / diethyl ether; CHCl3; H2O 4: 91 percent / 2 N NaOH / dioxane / Ambient temperature 5: 88 percent / H2 / Pd/C (10 percent Pd) / methanol / Ambient temperature 6: 87 percent / PbO2 / CHCl3 / further reagents: FeCl3 in MeOH 7: 97 percent / HNO3 (65 percent) / 0.03 h View Scheme

1: Na2S2O4 / diethyl ether; CHCl3; H2O 2: 91 percent / 2 N NaOH / dioxane / Ambient temperature 3: 88 percent / H2 / Pd/C (10 percent Pd) / methanol / Ambient temperature 4: 87 percent / PbO2 / CHCl3 / further reagents: FeCl3 in MeOH 5: 97 percent / HNO3 (65 percent) / 0.03 h View Scheme

1: 88 percent / H2 / Pd/C (10 percent Pd) / methanol / Ambient temperature 2: 87 percent / PbO2 / CHCl3 / further reagents: FeCl3 in MeOH 3: 97 percent / HNO3 (65 percent) / 0.03 h View Scheme

1: 91 percent / 2 N NaOH / dioxane / Ambient temperature 2: 88 percent / H2 / Pd/C (10 percent Pd) / methanol / Ambient temperature 3: 87 percent / PbO2 / CHCl3 / further reagents: FeCl3 in MeOH 4: 97 percent / HNO3 (65 percent) / 0.03 h View Scheme

in pyridine; methanol 1 h; Ambient temperature;