1: 100 percent / H2, 2N aq. HCl / 10percent Pd/C / ethanol; ethyl acetate / 0.2 h / 2068.6 Torr 2: 1.) aq. NaNO2, conc. aq. HCl, 2.) SnCl2*2H2O, conc. aq. HCl / 1.) 0 deg C, 0.1 h, 2.) from -5 deg C to RT 3: 38 percent / 5N aq. HCl / ethanol / 4 h / Heating View Scheme

1: 52 percent / dimethylformamide / 16 h / 25 °C 2: 100 percent / H2, 2N aq. HCl / 10percent Pd/C / ethanol; ethyl acetate / 0.2 h / 2068.6 Torr 3: 1.) aq. NaNO2, conc. aq. HCl, 2.) SnCl2*2H2O, conc. aq. HCl / 1.) 0 deg C, 0.1 h, 2.) from -5 deg C to RT 4: 38 percent / 5N aq. HCl / ethanol / 4 h / Heating View Scheme

hydrogenchloride in ethanol 4 h; Heating;

triethylamine in water; isopropyl alcohol T=75 - 80°C; pH=3.5; 2 h;

1: With hydrogenchloride in water T=90°C; 1 h; 2: With sodium hydroxide in water pH=7;

sodium cyanoborohydride; acetic acid in methanol T=25°C; 2 h;