lithium amide; ammonia

ammonia

N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium in tetrahydrofuran; hexane 1) -20 deg C, 2) r.t., 6 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: ethanol / 96 h / Heating 2: aq. NaOH / ethanol / 96 h / Heating 3: KOH / methanol / 22 °C / electrolysis, Pt-electrodes, 150 mA/cm-2 4: KOH / methanol / 24 h / Heating 5: 97 percent / H2 / Lindlar Catalyst / quinoline; heptane / 0 °C 6: 96 percent / LiAlH4 / diethyl ether / 5 h View Scheme

sodium hydride; potassium iodide in tetrahydrofuran; N,N-dimethyl-formamide; paraffin

1: ethanol / 96 h / Heating 2: aq. NaOH / ethanol / 96 h / Heating 3: KOH / methanol / 22 °C / electrolysis, Pt-electrodes, 150 mA/cm-2 4: KOH / methanol / 24 h / Heating View Scheme

1: ethanol / 96 h / Heating 2: aq. NaOH / ethanol / 96 h / Heating 3: KOH / methanol / 22 °C / electrolysis, Pt-electrodes, 150 mA/cm-2 4: KOH / methanol / 24 h / Heating 5: 97 percent / H2 / Lindlar Catalyst / quinoline; heptane / 0 °C 6: 96 percent / LiAlH4 / diethyl ether / 5 h 7: 98.5 percent / pyridine / benzene / 4 h / Heating View Scheme

1: ethanol / 96 h / Heating 2: aq. NaOH / ethanol / 96 h / Heating 3: KOH / methanol / 30 °C / electrolysis, Pt-electrodes, 150 mA/cm-2 4: KOH / methanol / 24 h / Heating View Scheme

1: ethanol / 96 h / Heating 2: aq. NaOH / ethanol / 96 h / Heating 3: KOH / methanol / 30 °C / electrolysis, Pt-electrodes, 150 mA/cm-2 View Scheme