tetrabutyl ammonium fluoride in methanol T=20°C; 2 h;

1: water; lithium hydroxide hydrate / acetonitrile / 4 h / 50 - 60 °C 2: triethylamine / acetone / 0.08 h / 0 °C 3: sodium azide / acetone / 2 h / 20 °C 4: toluene / 2 h / Reflux; Inert atmosphere 5: water / 2 h / Reflux 6: tetrabutyl ammonium fluoride / methanol / 2 h / 20 °C View Scheme

1: triethylamine / acetone / 0.08 h / 0 °C 2: sodium azide / acetone / 2 h / 20 °C 3: toluene / 2 h / Reflux; Inert atmosphere 4: water / 2 h / Reflux 5: tetrabutyl ammonium fluoride / methanol / 2 h / 20 °C View Scheme

1: 1,4-diaza-bicyclo[2.2.2]octane / 30 °C / Sonication 2: 1H-imidazole; dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water; lithium hydroxide hydrate / acetonitrile / 4 h / 50 - 60 °C 4: triethylamine / acetone / 0.08 h / 0 °C 5: sodium azide / acetone / 2 h / 20 °C 6: toluene / 2 h / Reflux; Inert atmosphere 7: water / 2 h / Reflux 8: tetrabutyl ammonium fluoride / methanol / 2 h / 20 °C View Scheme

1: 1H-imidazole; dimethyl sulfoxide / 20 °C / Inert atmosphere 2: water; lithium hydroxide hydrate / acetonitrile / 4 h / 50 - 60 °C 3: triethylamine / acetone / 0.08 h / 0 °C 4: sodium azide / acetone / 2 h / 20 °C 5: toluene / 2 h / Reflux; Inert atmosphere 6: water / 2 h / Reflux 7: tetrabutyl ammonium fluoride / methanol / 2 h / 20 °C View Scheme

diethyl ether Behandeln des Reaktionsgemisches mit wss.H2SO4;