hydrazine hydrate in ethanol T=40°C; 12 h;

1: With phenyl silane; tetrabutyl ammonium fluoride in tetrahydrofuran; toluene T=20°C; 2 h; Inert atmosphereSchlenk technique; 2: With hydrogenchloride in tetrahydrofuran; methanol; toluene 1.5 h; Inert atmosphereSchlenk technique;

1: 86 percent / K2CO3 / dimethylformamide / 8 h / 190 °C 2: 96 percent / hydrazine hydrate / ethanol / 12 h / 40 °C View Scheme