potassium carbonate in ethanol T=90°C;

tellurium; sodium tetrahydroborate; propane T=-78 - 20°C;

sodium hydroxide T=25°C; 3.5 h;

pyridinium chlorochromate in dichloromethane 3 h;

tetrabutylammomium bromide; tetra-(n-butyl)ammonium iodide; niobium bromide in pyridine; N,N-dimethyl-formamide T=70°C;

bis(benzonitrile)palladium(II) dichloride; AgNO2; CuCl2·2H2O; nitromethane; oxygen; tert-butyl alcohol T=20°C; Wacker Oxidation; P=760.051 Torr; 6 h; Overall yield = 71 percent;

1: sodium / 1.) EtOH, 45 deg C, 20 min, 2.) EtOH, a) from 25 deg C to 70 deg C, b) 85 deg C, 1 h 2: 85percent aq. KOH / 2 h / 90 - 100 °C 3: 130 - 195 °C 4: 65 percent / BH3 / tetrahydrofuran / 1 h / 25 °C 5: 66 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / 25 °C 6: 83 percent / diethyl ether / 0 °C 7: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h View Scheme

1: 85percent aq. KOH / 2 h / 90 - 100 °C 2: 130 - 195 °C 3: 65 percent / BH3 / tetrahydrofuran / 1 h / 25 °C 4: 66 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / 25 °C 5: 83 percent / diethyl ether / 0 °C 6: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h View Scheme

1: 65 percent / BH3 / tetrahydrofuran / 1 h / 25 °C 2: 66 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / 25 °C 3: 83 percent / diethyl ether / 0 °C 4: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h View Scheme

1: 66 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / 25 °C 2: 83 percent / diethyl ether / 0 °C 3: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h View Scheme