1: KF*alumina / acetonitrile / 5 h / 50 °C 2: HCl / methanol View Scheme

1: KF*alumina / acetonitrile / 5 h / 50 °C 2: HCl / methanol View Scheme

hydrogenchloride in methanol Yield given;

hydrogenchloride in methanol Yield given;

1: 85 percent / NBS, Me2S / CH2Cl2 / 3 h / 0 °C 2: 83 percent / KF*alumina / acetonitrile / 5 h / 50 °C 3: 93 percent / HCl / methanol; tetrahydrofuran / 7 h / Ambient temperature View Scheme

1: 83 percent / KF*alumina / acetonitrile / 5 h / 50 °C 2: 93 percent / HCl / methanol; tetrahydrofuran / 7 h / Ambient temperature View Scheme

1.1: Na2CO3*H2O; sodium carbonate / 35 °C 1.2: 3 h / 35 - 40 °C 2.1: sodium hydroxide / water; methanol / 3.25 h / 10 - 50 °C / |Inert atmosphere 3.1: sodium hydroxide / water; isopropyl alcohol / 2.5 h / 50 - 60 °C / |Inert atmosphere 3.2: 4 h / 84 °C / |Inert atmosphere 4.1: sodium azide; triethylamine; acetic acid / 7 h / 60 - 130 °C / |Inert atmosphere 4.2: 0.25 h / 80 °C / |Inert atmosphere View Scheme

1.1: sodium hydroxide / water; methanol / 3.25 h / 10 - 50 °C / |Inert atmosphere 2.1: sodium hydroxide / water; isopropyl alcohol / 2.5 h / 50 - 60 °C / |Inert atmosphere 2.2: 4 h / 84 °C / |Inert atmosphere 3.1: sodium azide; triethylamine; acetic acid / 7 h / 60 - 130 °C / |Inert atmosphere 3.2: 0.25 h / 80 °C / |Inert atmosphere View Scheme