1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: -78 °C 2.1: sodium amalgam; disodium hydrogenphosphate / methanol / 3 h / 0 °C 3.1: palladium 10 on activated carbon; hydrogen / methanol / 18 h / 20 °C View Scheme

Stage #1: With  lithium hexamethyldisilazane in  tetrahydrofuran T=-78°C; 1 h;  Inert atmosphere; Stage #2: With  acetic acid in  tetrahydrofuran; water T=-78°C;  Show Experimental Procedure