thionyl chloride in ethanol 3 h; Heating;

1: 71 percent / conc. H2SO4 / 14 h / Heating 2: 19 percent / N-bromosuccinimide, dibenzoylperoxide / CCl4 / 3 h / 60 - 80 °C / Irradiation 3: 84 percent 4: 57 percent / NaBH4, CaCl2 / ethanol 5: 91 percent / SOCl2 / ethanol / 3 h / Heating View Scheme

1: 19 percent / N-bromosuccinimide, dibenzoylperoxide / CCl4 / 3 h / 60 - 80 °C / Irradiation 2: 84 percent 3: 57 percent / NaBH4, CaCl2 / ethanol 4: 91 percent / SOCl2 / ethanol / 3 h / Heating View Scheme

1: SeO2 2: 71 percent / conc. H2SO4 / 14 h / Heating 3: 19 percent / N-bromosuccinimide, dibenzoylperoxide / CCl4 / 3 h / 60 - 80 °C / Irradiation 4: 84 percent 5: 57 percent / NaBH4, CaCl2 / ethanol 6: 91 percent / SOCl2 / ethanol / 3 h / Heating View Scheme

1: 84 percent 2: 57 percent / NaBH4, CaCl2 / ethanol 3: 91 percent / SOCl2 / ethanol / 3 h / Heating View Scheme

1: 57 percent / NaBH4, CaCl2 / ethanol 2: 91 percent / SOCl2 / ethanol / 3 h / Heating View Scheme

in N,N-dimethyl-formamide T=20°C; 3 h;