lithium hydroxide; dihydrogen peroxide; toluene-4-sulfonic acid 1) THF, H2O, 0 deg C, 0.5 - 1 h, 2) reflux, overnight; Multistep reaction. Title compound not separated from byproducts;

bis-(4-chlorophenyl)-sulphone; potassium carbonate 1) DMAc, toluene, reflux, 25 h; 2) DMAc, 160 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given;

potassium carbonate 1) DMAc, toluene, reflux, 25 h; 2) DMAc, 160 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given;

potassium carbonate

in diethyl ether

1: 96 percent / lithium aluminium hydride / diethyl ether / 1.5 h / Heating 2: 99 percent / 1.) phosphorus tribromide / benzene / 1.) 5 deg C, 10 min, 2.) 20 deg C, 4 h 3: 89 percent / benzene / 16 h / Heating 4: 63 percent / 1.) n-butyl-lithium / hexane; tetrahydrofuran / 1.) 20 min, 2.) 1.5 h 5: 46 percent / sodium, n-butanol / Heating View Scheme

1: 96 percent / lithium aluminium hydride / diethyl ether / 1.5 h / Heating 2: 99 percent / 1.) phosphorus tribromide / benzene / 1.) 5 deg C, 10 min, 2.) 20 deg C, 4 h 3: 89 percent / benzene / 16 h / Heating 4: 64 percent 5: H2 View Scheme

lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 0.5 h;

1: 96 percent / LiAlH4 / tetrahydrofuran 2: 43 percent / NBS / CCl4 3: 82 percent / DEAD, PPh3 / tetrahydrofuran 4: 45 percent / n-BuLi / tetrahydrofuran / -78 °C 5: 54 percent / PDC / dimethylformamide 6: 81 percent / Bu4(NH4), KMnO4, pyridine / dimethylformamide 7: K2CO3 / dimethylformamide 8: 81 percent / Pd(OH)2/C, cyclohexene / ethanol / Heating View Scheme