(i) (reduction), (ii) TsCl, (iii) DMSO, NaHCO3; Multistep reaction;

sulfuric acid 40 h; Heating;

1: H2SO4 / 1 h / Heating 2: 1.) LiAlH4; 2.) HCl / 1.) diethyl ether, 8 h, reflux; 2.) 0 deg C, water 3: pyridine / 1 h / 0 °C 4: LiBr / acetone / 5 h / Heating 6: KOH / ethanol; H2O / 5 h / Heating 7: 74 percent / N2H4*H2O, KOH / bis-(2-hydroxy-ethyl) ether; methanol / 125 deg C, 6 h; 195 deg C, 3 h View Scheme

1: thionyl chloride / und Behandeln des Reaktionsprodukts mir wss.Ammoniak 2: phosphoryl chloride View Scheme

sulfuric acid

T=30°C; Rate constant;

lithium aluminium tetrahydride in diethyl ether 1 h; Ambient temperature;

1: H2SO4 / 1 h / Heating 2: 1.) LiAlH4; 2.) HCl / 1.) diethyl ether, 8 h, reflux; 2.) 0 deg C, water 3: pyridine / 1 h / 0 °C 4: LiBr / acetone / 5 h / Heating View Scheme