1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite in water T=0°C; 2: ethyl 2-chloro-3-oxobutanoate With sodium acetate in ethanol; water T=0°C; 4 h;

1: 4-methoxy-aniline With hydrogenchloride in water T=40°C; 0.416667 h; 2: With sodium nitrite in water T=-2°C; 0.583333 h; 3: ethyl alpha-chloroacetoacetate With aminosulfonic acid; sodium acetate more than 3 stages;

hydrogenchloride; sodium acetate; sodium nitrite 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight; Multistep reaction;

1.1: triethylamine / ethyl acetate / 0 °C / Inert atmosphere; Reflux 1.2: 0 - 20 °C 2.1: potassium phosphate; N-methyl-2-(methylamino)ethylamine / copper(l) iodide / toluene / 48 h / Inert atmosphere; Reflux View Scheme

triethylamine in ethyl acetate T=0°C; 2 h; Inert atmosphereCooling with iceReflux;

1: With triethylamine in ethyl acetate T=0°C; Inert atmosphereReflux; 2: With hydrogenchloride in water; ethyl acetate T=0 - 20°C;

1: triethylamine / ethyl acetate / 2 h / 0 °C / |Inert atmosphere; |Cooling with ice; |Reflux 2: N-methyl-2-(methylamino)ethylamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 20 h / 90 °C / |Inert atmosphere; |Sealed tube View Scheme