1: With sodium tetrahydroborate; diphenyl diselenide in ethanol Inert atmosphere; 2: With sodium hydroxide in ethanol T=40°C; Inert atmosphere;

1: pyridine 2: zinc; acetic acid; diethyl ether 3: copper-powder / Erhitzen des Reaktionsprodukts mit Essigsaeure und wss. HCl View Scheme

inorganic acid chloride; iron 2) benzene/ethanol, reflux, 2h; Yield given. Multistep reaction;

hydrogenchloride; platinum 7 h; 1) electrolysis; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: 32 percent / toluene / 43 h / 80 °C 2: 82 percent / trichlorosilane, triethylamine / toluene / 1) room temperature, overnight 2) 4h 40 deg C 3: 76 percent / sodium acetate / 4 h / 80 - 85 °C 4: p-acetamidobenzenesulfonyl azide, triethylamine / acetonitrile / 2 h / Ambient temperature 5: 73 percent / 1N NaOH / H2O / 1 h / Ambient temperature 6: 70 percent / copper(II)acetylacetonate / dioxane / 2 h / Heating 7: 91 percent / zinc dust / diethyl ether; acetic acid / 5 h / Ambient temperature 8: 89 percent / thionyl chloride / 1) 1h room temperature 2) 1h 35-40 deg C 9: 1) pyridine 2) aq. NH3 / 1) toluene, 30 deg C 2) 0 deg C, 2d View Scheme

AlCl3

thionyl chloride; zinc(II) chloride in 1,2-dichloro-ethane; N,N-dimethyl-formamide 3 h; Heating;

trichlorophosphate in N,N-dimethyl-formamide T=100°C; further reagents, solvents; Product distribution;

thionyl chloride in dichloromethane T=100°C; 0.333333 h; Yield given;

thionyl chloride; N,N-dimethyl-formamide in dichloromethane Yield given;