1: 100 percent / aq. H2SO4 / dioxane; acetone 2: Ag2O / CHCl3 View Scheme

1: 38 percent / AgO / dioxane; aq. HNO3 2: 100 percent / aq. H2SO4 / dioxane; acetone 3: Ag2O / CHCl3 View Scheme

silver(l) oxide in chloroform Yield given;

1: 78 percent / 1.88 M phenyllithium / diethyl ether; benzene; dioxane / 0.08 h 2: 26 percent / ceric ammonium nitrate (CAN), pyridine-2,6-dicarboxylic acid N-oxide / acetonitrile; H2O / 0.25 h View Scheme

1: 97 percent / 6 N HCl / dioxane / 1 h / Heating 2: 99 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 0.08 h / Heating 3: 73 percent / CH2Cl2; H2O / 1 h 4: 40 percent / 1.) n-butyllithium, formaldehyde / hexane; tetrahydrofuran / 1.) -25 - -28 deg C, 10 min; 2.) warmed up to 18 deg C for 1 h 5: 93 percent / KOH / methanol / 0.08 h / Heating 6: 78 percent / 1.88 M phenyllithium / diethyl ether; benzene; dioxane / 0.08 h 7: 26 percent / ceric ammonium nitrate (CAN), pyridine-2,6-dicarboxylic acid N-oxide / acetonitrile; H2O / 0.25 h View Scheme

phenyllithium 1.) dioxane-ether, -20 deg C; Yield given. Multistep reaction;