hydrogen; palladium on activated charcoal in methanol

hydrogen; palladium on activated charcoal in ethanol; N,N-dimethyl-formamide T=20°C; P=760 Torr; 16 h;

nickel in DMF (N,N-dimethyl-formamide); water T=100°C; 8 h;

1: SOCl2 / tetrahydrofuran; dimethylformamide / 20 °C 2: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 3: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme

1: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 2: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme

sodium hydrogencarbonate; trichlorophosphate in toluene

1: 42 percent / ammonium carbonate; CDI / dimethylformamide / 24.5 h / 20 °C 2: 79 percent / H2 / Pd/C / ethanol; dimethylformamide / 16 h / 20 °C / 760 Torr View Scheme

1: 93 percent / Br2; aq. KOH / 3 h / 60 °C 2: SOCl2 / tetrahydrofuran; dimethylformamide / 20 °C 3: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 4: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme

1.1: acetic anhydride / isopropanol acetate / 60 °C / |Inert atmosphere; |Large scale 2.1: ammonium hydroxide / 2.5 h / 0 - 15 °C / |Inert atmosphere; |Large scale 2.2: 20 °C / |Inert atmosphere; |Large scale 3.1: potassium hydroxide; bromine / water / 1.5 h / 0 - 75 °C / |Inert atmosphere; |Large scale 4.1: thionyl chloride / ethylene glycol dimethyl ether / 12 h / 50 °C / |Large scale 5.1: ammonium hydroxide / 40 °C / |Large scale 6.1: hydrogen / water; ethanol; ethyl acetate / 1.67 h / 40 °C / 2828.7 Torr / |Cooling; |Large scale View Scheme

1.1: ammonium hydroxide / 2.5 h / 0 - 15 °C / |Inert atmosphere; |Large scale 1.2: 20 °C / |Inert atmosphere; |Large scale 2.1: potassium hydroxide; bromine / water / 1.5 h / 0 - 75 °C / |Inert atmosphere; |Large scale 3.1: thionyl chloride / ethylene glycol dimethyl ether / 12 h / 50 °C / |Large scale 4.1: ammonium hydroxide / 40 °C / |Large scale 5.1: hydrogen / water; ethanol; ethyl acetate / 1.67 h / 40 °C / 2828.7 Torr / |Cooling; |Large scale View Scheme