hydrogenchloride; zinc in water; acetic acid

1: 85 percent / aq. KMnO4, AcOH, Adogen 464 / CH2Cl2 / 5 h / Heating 2: SnCl2*H2O View Scheme

1: KOH / methanol / 1 h 2: (Ph3P)2PdCl2, CuI, Et3N 3: 85 percent / aq. KMnO4, AcOH, Adogen 464 / CH2Cl2 / 5 h / Heating 4: SnCl2*H2O View Scheme

1: (Ph3P)2PdCl2, CuI, Et3N 2: 85 percent / aq. KMnO4, AcOH, Adogen 464 / CH2Cl2 / 5 h / Heating 3: SnCl2*H2O View Scheme

1: 73 percent / (Ph3P)4Pd, CuI, Et3N, Py / 48 h 2: 85 percent / aq. KMnO4, AcOH, Adogen 464 / CH2Cl2 / 5 h / Heating 3: SnCl2*H2O View Scheme

1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere 3: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 20 °C 4: potassium permanganate; acetic acid / dichloromethane; water / 3 h / 80 °C 5: hydrogenchloride; SnCl2·2H2O / water; acetic acid / 80 °C View Scheme

1: phosphorus pentachloride / chloroform / 4 h / |Reflux 2: zinc; trifluoroacetic acid / tetrahydrofuran / 8 h / 20 °C View Scheme

1: sodium hydride / tetrahydrofuran / 72 h / 25 °C / |Reflux 2: phosphorus pentachloride / chloroform / 4 h / |Reflux 3: zinc; trifluoroacetic acid / tetrahydrofuran / 8 h / 20 °C View Scheme

1: nitric acid / Erhitzen des Reaktionsprodukts mit CrO3 und Essigsaeure 2: nickel catalyst; ethyl acetate; aqueous ethanol / 50 °C / Hydrogenation 3: SnCl2; aqueous HCl; acetic acid View Scheme

hydrogenchloride; acetic acid; tin(ll) chloride