1: acetic acid, Zn / CHCl3; methanol 2: NaOH / dioxane; H2O / 1.) room temp.; 2.) 45 deg C, 10 min 3: sodium acetate, H2 / Pd/C (10percent Pd) / benzene; methanol / 40 °C / 760 Torr 4: 74 percent / KH2PO4, Fremy-salt, 1 N NaOH / H2O; acetone; ethanol / 0.25 h 5: AlCl3 View Scheme

silver(l) oxide in chloroform

silver(l) oxide in chloroform Heating;

1: 17 percent / NaCr2O7/conc. H2SO4 / H2O / 1) 10-20 deg C, 1 h, 2) CHCl3, overnight 2: 96 percent / Ag2O / CHCl3 / Heating View Scheme

silver(l) oxide

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 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