3: LiAlH4 4: Py View Scheme

1: 101 g / pyridine / 1.) RT, 24 h, 2.) reflux, 4 h 2: 40 g / 10percent aq. NaOH / 4 h / Heating 3: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C 4: 70 percent / polyphosphoric acid / 2.5 h / 100 °C 5: 22.5 g / 15percent methanolic HCl / 30 h / Ambient temperature 6: 9.62 g / NaBH4 / methanol / 2 h / Ambient temperature 7: 35 percent / t-butyl chromate / CCl4 / 24 h / Heating 8: 3.25 g / aluminium isopropoxide / propan-2-ol / 6 h / Heating 9: 3.2 g / POCl3 / benzene / 2.5 h / Ambient temperature 10: 1.86 g / NaOH / methanol; H2O / 2 h / Heating 11: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C 12: 0.96 g / diethyl ether 13: 0.28 g / AcOH-water-THF (60:25:15) / 8 h / Ambient temperature View Scheme

1: 101 g / pyridine / 1.) RT, 24 h, 2.) reflux, 4 h 2: 40 g / 10percent aq. NaOH / 4 h / Heating 3: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C 4: 70 percent / polyphosphoric acid / 2.5 h / 100 °C 5: 22.5 g / 15percent methanolic HCl / 30 h / Ambient temperature 6: 9.62 g / NaBH4 / methanol / 2 h / Ambient temperature 7: 35 percent / t-butyl chromate / CCl4 / 24 h / Heating 8: 3.25 g / aluminium isopropoxide / propan-2-ol / 6 h / Heating 9: 3.2 g / POCl3 / benzene / 2.5 h / Ambient temperature 10: 1.86 g / NaOH / methanol; H2O / 2 h / Heating 11: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C 12: 0.96 g / diethyl ether View Scheme

1: 101 g / pyridine / 1.) RT, 24 h, 2.) reflux, 4 h 2: 40 g / 10percent aq. NaOH / 4 h / Heating 3: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C View Scheme

1: 101 g / pyridine / 1.) RT, 24 h, 2.) reflux, 4 h 2: 40 g / 10percent aq. NaOH / 4 h / Heating 3: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C 4: 70 percent / polyphosphoric acid / 2.5 h / 100 °C View Scheme