1: aq. AcOH-AcONa buffer, 10 percent aq. NaOH / ethyl acetate / 3.5 h / Ambient temperature; pH 5.2-5.3 2: 0.5 N aq. NaOH / 0.17 h / Heating 3: 1.) K2CO3 / 1.) DMF, 80 deg C, 1 h, 2.) room temperature, 3 h 4: 70 percent / H2, 70percent aq. HClO4 / 10percent Pd/C / acetic acid / 760 Torr / 1.) 40 deg C, 4 h, 2.) 60 deg C, 13 h View Scheme

1: aq. AcOH-AcONa buffer, 10 percent aq. NaOH / ethyl acetate / 3.5 h / Ambient temperature; pH 5.2-5.3 2: 0.5 N aq. NaOH / 0.17 h / Heating View Scheme

1: aq. AcOH-AcONa buffer, 10 percent aq. NaOH / ethyl acetate / 3.5 h / Ambient temperature; pH 5.2-5.3 2: 0.5 N aq. NaOH / 0.17 h / Heating 3: 1.) K2CO3 / 1.) DMF, 80 deg C, 1 h, 2.) room temperature, 3 h View Scheme

hydrogen; palladium on activated charcoal in methanol T=40°C; 12 h;