hydrazine hydrate; potassium hydroxide in diethylene glycol T=140 - 200°C; Wolff-Kishner Reduction; 3 h;

1.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 3 h / 140 - 200 °C 2.1: iodine; magnesium / tetrahydrofuran / 2 h / |Inert atmosphere; |Reflux 2.2: -78 - 20 °C / |Inert atmosphere View Scheme