aluminum oxide in pyridine T=255°C;

1: 85 percent / LiAlH4 / diethyl ether / 6 h / 0 °C 2: 3.0 g / H2 / W-4 Raney nickel / ethanol / 35 - 40 °C / 54340 Torr 3: 56 percent / active alumina / pyridine / 255 °C View Scheme

1: 3.0 g / H2 / W-4 Raney nickel / ethanol / 35 - 40 °C / 54340 Torr 2: 56 percent / active alumina / pyridine / 255 °C View Scheme

hydrogen; platinum(IV) oxide in acetic acid Yield given;