hydrogen; nickel

1: Na / liquid ammonia 2: 190 - 200 °C 3: H2 / Raney-Ni / methanol 4: (i) KOH, EtOH, (ii) Na2Cr2O7, H2SO4 5: N2H4*H2O, KOH / bis-(2-hydroxy-ethyl) ether View Scheme

1: 190 - 200 °C 2: H2 / Raney-Ni / methanol 3: (i) KOH, EtOH, (ii) Na2Cr2O7, H2SO4 4: N2H4*H2O, KOH / bis-(2-hydroxy-ethyl) ether View Scheme

hydrogen; palladium on activated charcoal in pentane

1: 71 percent / potassium tert-butoxide / hexane / 0.75 h / 0 °C 2: 75 percent / tri-n-butyl tin hydride / tetrahydrofuran / 0.75 h / Heating 3: 54 percent / potassium tert-butoxide / dimethylsulfoxide / 1.) 10 degC, 2.) R.T. 1 h 4: H2 / 10percent palladium-on-charcoal / pentane View Scheme

1: 54 percent / potassium tert-butoxide / dimethylsulfoxide / 1.) 10 degC, 2.) R.T. 1 h 2: H2 / 10percent palladium-on-charcoal / pentane View Scheme

1: 75 percent / tri-n-butyl tin hydride / tetrahydrofuran / 0.75 h / Heating 2: 54 percent / potassium tert-butoxide / dimethylsulfoxide / 1.) 10 degC, 2.) R.T. 1 h 3: H2 / 10percent palladium-on-charcoal / pentane View Scheme

potassium hydroxide; hydrazine hydrate in diethylene glycol