1: H2SO4(90percent) / 0.3 h / 130 °C 2: H2 / ethanol / 760 Torr / Ambient temperature 3: TsOH / benzene / Heating 4: H2 / Pd-C (10percent) / ethyl acetate / Ambient temperature View Scheme

sulfuric acid T=130°C; 0.3 h;