1: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h 2: 80 percent / 0.67 h / 105 - 110 °C 3: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature 4: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature 5: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 6: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature 7: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h 8: 95 percent / CH2Cl2 View Scheme

1: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h 2: 80 percent / 0.67 h / 105 - 110 °C 3: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature 4: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature 5: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 6: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature 7: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h View Scheme