sodium hydroxide; silver nitrate in methanol; water T=40°C; 12 h;

1: 1.) magnesium / 1.) THF, reflux; 2.) THF, 0 degC, 3 h 2: 66 percent / HCl / methanol / 12 h / Ambient temperature 3: 68 percent / H2SO4 / H2O / 12 h / Ambient temperature 4: 43 percent / AgNO3, NaOH / methanol; H2O / 12 h / 40 °C View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 40 h / 20 °C / |Inert atmosphere 2.1: titanium (IV) bromide / dichloromethane / 72 h / 20 °C / |Inert atmosphere 2.2: 5.5 h / -10 - 20 °C / |Inert atmosphere 3.1: potassium hydroxide / water; dimethyl sulfoxide / 8 h / 20 °C / |Inert atmosphere View Scheme

1.1: ethanol / 168 h / 20 °C / |Inert atmosphere 2.1: ethylene glycol; sodium / 180 °C / |Inert atmosphere 3.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 40 h / 20 °C / |Inert atmosphere 4.1: titanium (IV) bromide / dichloromethane / 72 h / 20 °C / |Inert atmosphere 4.2: 5.5 h / -10 - 20 °C / |Inert atmosphere 5.1: potassium hydroxide / water; dimethyl sulfoxide / 8 h / 20 °C / |Inert atmosphere View Scheme

1.1: ethylene glycol; sodium / 180 °C / |Inert atmosphere 2.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 40 h / 20 °C / |Inert atmosphere 3.1: titanium (IV) bromide / dichloromethane / 72 h / 20 °C / |Inert atmosphere 3.2: 5.5 h / -10 - 20 °C / |Inert atmosphere 4.1: potassium hydroxide / water; dimethyl sulfoxide / 8 h / 20 °C / |Inert atmosphere View Scheme

1: 1.) magnesium / 1.) THF, reflux; 2.) THF, 0 degC, 3 h 2: 66 percent / HCl / methanol / 12 h / Ambient temperature 3: 68 percent / H2SO4 / H2O / 12 h / Ambient temperature 4: 43 percent / AgNO3, NaOH / methanol; H2O / 12 h / 40 °C View Scheme

1: 68 percent / H2SO4 / H2O / 12 h / Ambient temperature 2: 43 percent / AgNO3, NaOH / methanol; H2O / 12 h / 40 °C View Scheme

1: 66 percent / HCl / methanol / 12 h / Ambient temperature 2: 68 percent / H2SO4 / H2O / 12 h / Ambient temperature 3: 43 percent / AgNO3, NaOH / methanol; H2O / 12 h / 40 °C View Scheme

1.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 40 h / 20 °C / |Inert atmosphere 2.1: tetrahydrofuran / 2 h / -78 - 20 °C / |Inert atmosphere 2.2: 6 h / -10 - 20 °C / |Inert atmosphere 3.1: potassium hydroxide / water; dimethyl sulfoxide / 3 h / 20 °C / |Inert atmosphere View Scheme

1.1: ethanol / 168 h / 20 °C / |Inert atmosphere 2.1: ethylene glycol; sodium / 180 °C / |Inert atmosphere 3.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 40 h / 20 °C / |Inert atmosphere 4.1: tetrahydrofuran / 2 h / -78 - 20 °C / |Inert atmosphere 4.2: 6 h / -10 - 20 °C / |Inert atmosphere 5.1: potassium hydroxide / water; dimethyl sulfoxide / 3 h / 20 °C / |Inert atmosphere View Scheme