1: 1,2,3,4-Tetrahydro-isoquinolin-7-ylamine With hydrogenchloride in water T=-5 - 0°C; 2: With sodium nitrate in water T=0°C; 1 h; 3: potassium cyanide

1: 92.2 percent / H2, conc. HCl / PtO2 / aq. ethanol / 4 h / 2585.7 Torr 2: 1.) aq. NaNO2, conc. HCl, 2.) aq. NaOH, Ni2SO4*6H2O / 1.) from 0 deg C to 5 deg C, 15 min, 2.) benzene, a) from 5 deg C to RT, 2 h, b) from RT to 50 deg C, 1 h View Scheme

hydrogenchloride; sodium hydroxide; O4S(2-)*2Ni(1+); sodium nitrite 1.) from 0 deg C to 5 deg C, 15 min, 2.) benzene, a) from 5 deg C to RT, 2 h, b) from RT to 50 deg C, 1 h; Yield given. Multistep reaction;