sodium hydride in ethylene glycol dimethyl ether

boron trifluoride etherate - mercuric oxide 0 deg C, 30 min; then room temperature, 15 min;

1: 67 percent / boron trifluoride etherate - mercuric oxide complex / 0 deg C, 30 min; then room temperature, 15 min 2: 84.5 percent / p-toluenesulfonic acid / acetone / 0.5 h / 80 - 90 °C View Scheme

1: 67 percent / boron trifluoride etherate - mercuric oxide complex / 0 deg C, 30 min; then room temperature, 15 min 2: 84.5 percent / p-toluenesulfonic acid / acetone / 0.5 h / 80 - 90 °C 3: 96 percent / tetramethylammonium borohydride / methanol / 0 °C View Scheme