sodium hexamethyldisilazane in tetrahydrofuran T=-78 - 20°C; 2 h;

1.1: tetrahydrofuran / 1 h / -78 °C 2.1: tetrahydrofuran / 1 h / -78 °C 2.2: 4.47 g / hydrochloric acid / -78 - 20 °C 3.1: 91 percent / sodium methoxide / methanol / 0.5 h / 0 °C 4.1: 91 percent / NaHMDS / tetrahydrofuran / 2 h / -78 - 20 °C View Scheme

sodium periodate in water T=20°C; 2 h; Title compound not separated from byproducts;