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

1: 65 percent / NaOCH3 / methanol / 1) -5 deg C, 2 h, 2) room temperature, 3 h 2: 1) NaOCH3, H2O, 2) AcOH / 1) MeOH, overnight, 2) benzene, H2O, 80 deg C 3: 97 percent / benzene / 2 h / Heating 4: 99 percent / H2 / 5percent Pd-C / acetic acid / 2844.3 Torr / Ambient temperature View Scheme

1: 97 percent / benzene / 2 h / Heating 2: 99 percent / H2 / 5percent Pd-C / acetic acid / 2844.3 Torr / Ambient temperature View Scheme

1: 1) NaOCH3, H2O, 2) AcOH / 1) MeOH, overnight, 2) benzene, H2O, 80 deg C 2: 97 percent / benzene / 2 h / Heating 3: 99 percent / H2 / 5percent Pd-C / acetic acid / 2844.3 Torr / Ambient temperature View Scheme