sodium acetate in acetic acid 2 h; Inert atmosphereReflux;

1: ethanol / |Reflux; |Inert atmosphere 2: sodium acetate / acetic acid / 2 h / |Inert atmosphere; |Reflux View Scheme

1: hydrogenchloride; sodium nitrite / water / 0.17 h / |Cooling with ice 2: borane dimethyl sulfide complex / tetrahydrofuran / 2.5 h / 50 - 60 °C / |Inert atmosphere 3: sodium acetate / acetic acid / 2 h / |Inert atmosphere; |Reflux View Scheme

1: hydrogenchloride; sodium nitrite / water / 0.17 h / |Cooling with ice 2: borane dimethyl sulfide complex / tetrahydrofuran / 2.5 h / 50 - 60 °C / |Inert atmosphere 3: sodium acetate / acetic acid / 2 h / |Inert atmosphere; |Reflux View Scheme

1: borane dimethyl sulfide complex / tetrahydrofuran / 2.5 h / 50 - 60 °C / |Inert atmosphere 2: sodium acetate / acetic acid / 2 h / |Inert atmosphere; |Reflux View Scheme