1: 88 percent / HCl / ethanol / 0.5 h / Heating 2: 83 percent / NaH / tetrahydrofuran; dimethylformamide / 3 h / 20 °C View Scheme

1: 88 percent / 29percent HCl in EtOH / 0.5 h / Heating 2: 50 percent / 1.) LiAlH4, 2.) HCl / tetrahydrofuran / 8 h / 0 °C View Scheme

hydrogenchloride 0.5 h; Heating;

iodine in chloroform T=40°C; 6 h; Irradiation;

sodium hydroxide; dihydrogen peroxide; diborane 1.) THF, RT, 2 h, 2.) THF, from 0 deg C to RT, overnight; Yield given. Multistep reaction;

1: 1.) diborane, 2.) aq. NaOH, H2O2 / 1.) THF, RT, 2 h, 2.) THF, from 0 deg C to RT, overnight 2: 10 mg / dimethylsulfoxide / 24 h / 20 °C 3: 85 percent / LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C 4: 89 percent / I2, AcONa / ethanol / 2 h / Heating 5: 98 percent / 0.08 h / 308 - 310 °C View Scheme