hydrogen; palladium on activated charcoal in acetic acid P=2844.3 Torr; Ambient temperature;

Multi-step reaction with 2 steps 1: 1) NaOCH3, H2O, 2) AcOH / 1) MeOH, overnight, 2) benzene, H2O, 80 deg C2: 97 percent / benzene / 2 h / Heating  

Multi-step reaction with 5 steps 1: 99 percent / H2 / 5percent Pd-C / acetic acid / 2844.3 Torr / Ambient temperature2: 81 percent / 5percent aq. KOH / 2 h / Heating3: 90 percent / methanesulfonic acid / 12 h / Ambient temperature4: 99 percent / NaBH4 / methanol; CH2Cl2 / 3 h / Ambient temperature5: 85 percent / KHSO4 / Heating