1: 75 percent / pyridine / 24 h / 0 °C 2: 96 percent / K2CO3 / methanol / 25 °C 3: 96 percent / pyridine / 1 h / 25 °C 4: 80 percent / dimethyl carbonate, 70percent HClO4 / H2O 5: lead tetraacetate, Na2CO3 / CH2Cl2 / 0.17 h / -40 °C 6: 65 percent / n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide / 1) 1h, -78 deg C, 2) 2.5 h, -78 to 0 deg C 7: 75 percent Spectr. / 1.5M aq. K2CO3 / methanol / 24 h / 55 °C View Scheme

hydrogen; palladium on activated charcoal in ethanol T=25°C; P=760 Torr;

hydrogen; palladium on activated charcoal in methanol; ethyl acetate T=20°C;

1: in tetrahydrofuran T=75°C; 2: With hydrogen; palladium on activated charcoal in ethanol T=25°C;

1: tetrahydrofuran / 3 h / Heating 2: H2 / 10 percent Pd/C / ethyl acetate; methanol / 20 °C View Scheme

1: 82 percent / benzoic acid / 1,2-dimethoxy-ethane / 5 h / Heating 2: 97 percent / H2 / Pd-C / ethanol / 25 °C / 760 Torr View Scheme