1: 74 percent / p-toluenesulfonic acid / 18 h / Heating 2: 89 percent / p-toluenesulfonic acid / 8 h / Heating 3: CaCO3, Br2, sodium thiosulfate, LiBr, Li2CO3, p-toluenesulfonic acid 4: 84.1 percent / pyridine; ethanol / 22 h / Ambient temperature 5: 85.9 percent / 25percent (i-Bu)2AlH / benzene; hexane / 1.5 h / 0 - 5 °C / 1) 0-5 deg C, 1.5h, 2) 15 min 6: 86.2 percent / triethylamine / CH2Cl2 / 0.5 h / cooling 7: 90.6 g / dimethylformamide / 3 h / 70 °C 8: NaOH / methanol; H2O / 72 h / Heating 9: 63.3 percent / 2N HCl / acetone / 5 h / Heating 10: 87.3 percent / p-toluenesulfonic acid / 17 h / Heating View Scheme

1: NaOH / methanol; H2O / 72 h / Heating 2: 63.3 percent / 2N HCl / acetone / 5 h / Heating 3: 87.3 percent / p-toluenesulfonic acid / 17 h / Heating View Scheme

1: 84.1 percent / pyridine; ethanol / 22 h / Ambient temperature 2: 85.9 percent / 25percent (i-Bu)2AlH / benzene; hexane / 1.5 h / 0 - 5 °C / 1) 0-5 deg C, 1.5h, 2) 15 min 3: 86.2 percent / triethylamine / CH2Cl2 / 0.5 h / cooling 4: 90.6 g / dimethylformamide / 3 h / 70 °C 5: NaOH / methanol; H2O / 72 h / Heating 6: 63.3 percent / 2N HCl / acetone / 5 h / Heating 7: 87.3 percent / p-toluenesulfonic acid / 17 h / Heating View Scheme

1: 63.3 percent / 2N HCl / acetone / 5 h / Heating 2: 87.3 percent / p-toluenesulfonic acid / 17 h / Heating View Scheme

2: 85 percent / pyridine; ethanol / 22 h / Ambient temperature 3: 80 percent / KOH / methanol; H2O / 18 h / Heating 4: 86.2 percent / triethylamine / CH2Cl2 / 0.5 h / cooling 5: 90.6 g / dimethylformamide / 3 h / 70 °C 6: NaOH / methanol; H2O / 72 h / Heating 7: 63.3 percent / 2N HCl / acetone / 5 h / Heating 8: 87.3 percent / p-toluenesulfonic acid / 17 h / Heating View Scheme