sodium hydrogencarbonate in methanol T=0 - 50°C; 3.5 h;

1: sodium azide / N,N-dimethyl-formamide / 19 h / 20 °C 2: trimethylphosphane; sodium hydroxide / water; methanol / 15 h / 40 °C 3: N-ethyl-N,N-diisopropylamine / methanol / 15 h / 0 - 20 °C 4: anhydrous potassium trimethylsilanolate / diethyl ether / 48 h / 20 °C View Scheme

1: trimethylphosphane; sodium hydroxide / water; methanol / 15 h / 40 °C 2: N-ethyl-N,N-diisopropylamine / methanol / 15 h / 0 - 20 °C 3: anhydrous potassium trimethylsilanolate / diethyl ether / 48 h / 20 °C View Scheme

1: N-ethyl-N,N-diisopropylamine / methanol / 15 h / 0 - 20 °C 2: anhydrous potassium trimethylsilanolate / diethyl ether / 48 h / 20 °C View Scheme