1: methyl 3-(4-(phenylamino)phenyl)propanoate; iodobenzene With potassium carbonate; CuSO4‵5H2O in n-tridecane T=210°C; 7 h; 2: With potassium hydroxide in n-tridecane; ethylene glycol 3.5 h; Inert atmosphereReflux; 3: methanol

1.1: potassium carbonate / CuSO4‵5H2O / n-tridecane / 20 h / 230 °C / Inert atmosphere 2.1: potassium hydroxide / ethylene glycol; n-tridecane / 3.5 h / Inert atmosphere; Reflux 3.1: sulfuric acid / 5 h / Inert atmosphere; Reflux 4.1: potassium carbonate / CuSO4‵5H2O / n-tridecane / 7 h / 210 °C 4.2: 3.5 h / Inert atmosphere; Reflux View Scheme

1.1: potassium carbonate / CuSO4‵5H2O / n-tridecane / 20 h / 230 °C / Inert atmosphere 2.1: potassium hydroxide / ethylene glycol; n-tridecane / 3.5 h / Inert atmosphere; Reflux 3.1: sulfuric acid / 5 h / Inert atmosphere; Reflux 4.1: potassium carbonate / CuSO4‵5H2O / n-tridecane / 7 h / 210 °C 4.2: 3.5 h / Inert atmosphere; Reflux View Scheme

1.1: sulfuric acid / 5 h / Inert atmosphere; Reflux 2.1: potassium carbonate / CuSO4‵5H2O / n-tridecane / 7 h / 210 °C 2.2: 3.5 h / Inert atmosphere; Reflux View Scheme