hydrogenchloride in diethyl ether Ambient temperature;

1: With lithium hexamethyldisilazane in tetrahydrofuran; toluene T=20°C; 0.25 h; 2: With sodium hydroxide; dimethylsulfide borane complex in tetrahydrofuran; toluene T=20°C; 1.5 h; 3: With hydrogenchloride in diethyl ether; toluene T=20°C; 1 h;

1: 96 percent / Et3N / 24 h / 12 - 14 °C 2: 97 percent / 4 N HCl / diethyl ether / Ambient temperature View Scheme

hydrogenchloride T=20°C; 2 h; Yield given;

1: 73 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene (DBU) / 20 h / 120 °C 2: 2 N HCl / 2 h / 20 °C View Scheme

triethylamine in diethyl ether 3 h; Ambient temperature;