in diethyl ether T=-20°C; 12 h;

1: 99 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h / 25 °C / 2585.7 Torr 2: 84 percent / pyridine / tetrahydrofuran / 8 h / Heating 3: 79 percent / lead tetraacetate / CHCl3 / 12 h / 25 °C 4: 60 percent / diethyl ether / 12 h / -20 °C View Scheme

1: 84 percent / pyridine / tetrahydrofuran / 8 h / Heating 2: 79 percent / lead tetraacetate / CHCl3 / 12 h / 25 °C 3: 60 percent / diethyl ether / 12 h / -20 °C View Scheme

1: 79 percent / lead tetraacetate / CHCl3 / 12 h / 25 °C 2: 60 percent / diethyl ether / 12 h / -20 °C View Scheme