1: 95 percent / H2 / Pd/C / methanol / 3 h / 760 Torr / Ambient temperature 2: 100 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 3: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 4: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 5: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 6: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme

1: 89 percent / H2 / Pd/C / methanol / 3102.9 Torr / Ambient temperature 2: 96 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C View Scheme

1: 89 percent / H2 / Pd/C / methanol / 3102.9 Torr / Ambient temperature 2: 96 percent / Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 3: aq, NaHCO3, KBr, TEMPO, NaOCl / acetone / 2 h / 0 °C 4: diethyl ether 5: 100 percent / CF3COOH / CH2Cl2 / 1 h / Ambient temperature 6: 1.) aq. HCl, 2.) propylene oxide / 1.) 100 deg C, 3 h, 2.) EtOH, heating View Scheme