sodium in ammonia

1: 81 percent / Na / NH3 2: 95 percent / NaBH4 View Scheme

Multi-step reaction with 6 steps 1: 77 percent / LiCl, p-benzoquinone / Pd(OAc)2 (7percent) / acetic acid2: 64 percent / Pd(PPh3)4 (3percent) / acetonitrile; dimethylsulfoxide / 12 h / 20 °C3: 95 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr4: 95 percent / NaOH / methanol; H2O5: 95 percent / EtO2C-N=N-CO2Et, ZnCl2, PBu3 / 3 h / 20 °C6: 90 percent / K2CO3 / methanol / 1 h / 20 °C  

Multi-step reaction with 5 steps 1: 64 percent / Pd(PPh3)4 (3percent) / acetonitrile; dimethylsulfoxide / 12 h / 20 °C2: 95 percent / H2 / RhCl(PPh3)3 / ethanol / 15 h / 20 °C / 4560 Torr3: 95 percent / NaOH / methanol; H2O4: 95 percent / EtO2C-N=N-CO2Et, ZnCl2, PBu3 / 3 h / 20 °C5: 90 percent / K2CO3 / methanol / 1 h / 20 °C