1: 51 percent / K2CO3, 18-crown-6 / dimethylformamide / 21 h / 110 °C 2: 1.) NaOMe, 2.) 3N HCl / 1.) MeOH, 40 deg C, 2 h, 2.) 50 deg C, 2 h View Scheme

1: imidazole / dimethylformamide / 1.5 h / 5 °C 2: N2O4, NaOAc / CCl4 / 0.25 h / 5 °C 3: LiBH4 / tetrahydrofuran / Ambient temperature 4: 83 g / pyridine / 2.5 h / Ambient temperature 5: 46.4 g / 0.5 N H2SO4 / acetonitrile / 17 h / Ambient temperature 6: 90 percent / LS-Selectride / tetrahydrofuran / 0.17 h / -78 °C 7: 84 percent / 8 h / 57 °C 8: 51 percent / K2CO3, 18-crown-6 / dimethylformamide / 21 h / 110 °C 9: 1.) NaOMe, 2.) 3N HCl / 1.) MeOH, 40 deg C, 2 h, 2.) 50 deg C, 2 h View Scheme

hydrogenchloride; sodium methylate 1.) MeOH, 40 deg C, 2 h, 2.) 50 deg C, 2 h; Yield given. Multistep reaction;

1: tetra-(n-butyl)ammonium iodide / pyridine / 0.5 h / 0 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 0.13 h / 0 °C / Inert atmosphere 3: dichloromethane / 0.25 h / 20 °C / Inert atmosphere 4: dichloromethane / 19 h / 20 °C / Inert atmosphere 5: sodium methylate / methanol / 1.5 h / Reflux; Inert atmosphere View Scheme

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere 2: tetra-(n-butyl)ammonium iodide / pyridine / 0.5 h / 0 °C / Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 0.13 h / 0 °C / Inert atmosphere 4: dichloromethane / 0.25 h / 20 °C / Inert atmosphere 5: dichloromethane / 19 h / 20 °C / Inert atmosphere 6: sodium methylate / methanol / 1.5 h / Reflux; Inert atmosphere View Scheme

1: trifluoroacetic acid / dichloromethane / 0.13 h / 0 °C / Inert atmosphere 2: dichloromethane / 0.25 h / 20 °C / Inert atmosphere 3: dichloromethane / 19 h / 20 °C / Inert atmosphere 4: sodium methylate / methanol / 1.5 h / Reflux; Inert atmosphere View Scheme