hydrogenchloride; hydrogen; palladium 10 on activated carbon in methanol; water P=2068.65 - 2585.81 Torr; 73 h;

1: With trifluoroacetic acid in water T=25°C; 2.5 h; 2: With hydrogenchloride; palladium 10 on activated carbon; hydrogen in methanol P=4137.29 Torr; 24 h;

1: With hydrogen; palladium on activated charcoal in ethanol; water; acetic acid T=20°C; 45 h; 2: With hydrogenchloride in water

hydrogenchloride; hydrogen; palladium on activated charcoal in methanol T=20°C; Catalytic hydrogenation; P=3040 Torr;

hydrogenchloride in methanol; water T=70°C; 4 h;

hydrogenchloride in methanol

1: With palladium 10 on activated carbon; hydrogen in water T=20°C; P=2068.65 - 2585.81 Torr; 2: With hydrogenchloride in water pH=2;

1: With Pearlman's catalist; hydrogen in methanol T=20°C; P=760.051 Torr; 72 h; 2: With hydrogenchloride in methanol; water

hydrogenchloride in water

1.1: 175 g / acetic acid; H2O / 16 h / 60 °C 2.1: CH2Cl2; pyridine / 1 h / -15 °C 3.1: 179 g / CH2Cl2; pyridine / 20 h / -15 - 20 °C 4.1: NaOMe / methanol; tetrahydrofuran; CH2Cl2 / 3 h / 20 °C 4.2: 78 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 6 h / 0 - 20 °C 5.1: 3.70 g / NH4Cl; NaN3 / dimethylformamide; H2O / 2 h / 80 °C 6.1: 3.84 g / n-tetrabutylammonium iodide; NaH / dimethylformamide / 2.5 h / 0 °C 7.1: 50 percent / 3 percent HCl / 18 h / 20 °C 8.1: 44.1 g / pyridine / CH2Cl2 / 1.6 h / -60 °C 9.1: PPh3 / CH2Cl2 / 4 h / 20 - 45 °C 9.2: K2CO3 / H2O; tetrahydrofuran; methanol / 96 h / 20 °C 9.3: 27.3 g / tetrahydrofuran; methanol; H2O / 7 h / 0 °C 10.1: TFA / dioxane; H2O / 11 h / 20 °C 10.2: 71 percent / NaBH4 / ethanol / 2 h / 0 °C 11.1: imidazole / dimethylformamide / 1 h / 20 °C 12.1: 3.76 g / tetrabutylammonium iodide; NaH / dimethylformamide / 3 h / 0 °C 13.1: 72 percent / sodium acetate / PdCl2 / acetic acid; H2O / 3.5 h / 50 °C 14.1: 87 percent / AcOH; TBAF / tetrahydrofuran / 8 h / 20 °C 15.1: H2 / 10 percent Pd/C / acetic acid; ethanol; H2O / 45 h / 20 °C 15.2: 53 percent / HCl / H2O View Scheme