hydrogenchloride in tetrahydrofuran T=25°C; 4 h; Yield given;

1: 80 percent / POCl3, ZnCl2 / 2 h / 50 °C 2: 95 percent / K2CO3, KI / dimethylformamide / 10 h / 80 °C 3: NaBH4 / methanol / 1 h / 25 °C 4: 4 M HCl / tetrahydrofuran / 4 h / 25 °C View Scheme

1: 80 percent / POCl3, ZnCl2 / 2 h / 50 °C 2: 95 percent / K2CO3, KI / dimethylformamide / 10 h / 80 °C 3: NaBH4 / methanol / 1 h / 25 °C 4: 4 M HCl / tetrahydrofuran / 4 h / 25 °C View Scheme

1: 95 percent / K2CO3, KI / dimethylformamide / 10 h / 80 °C 2: NaBH4 / methanol / 1 h / 25 °C 3: 4 M HCl / tetrahydrofuran / 4 h / 25 °C View Scheme

1: 90 percent / 1.) 2percent aq. NaOH; 2.) conc. HCl / 0.5 h / 25 °C / 2.) 10 deg C, pH 1 2: 95 percent / K2CO3, KI / dimethylformamide / 10 h / 80 °C 3: NaBH4 / methanol / 1 h / 25 °C 4: 4 M HCl / tetrahydrofuran / 4 h / 25 °C View Scheme

1: NaBH4 / methanol / 1 h / 25 °C 2: 4 M HCl / tetrahydrofuran / 4 h / 25 °C View Scheme