sodium hydroxide; benzoyl chloride in dichloromethane; water Rearrangement; 1 h; cooling;

2,2,6,6-tetramethyl-piperidine; n-butyllithium; bromine; mercury dichloride 1.) THF, hexane, -80 -> -25 deg C; 2.) -10 deg C; Yield given. Multistep reaction;

1: Oxonereg; / methanol; water / 3 h / 50 °C 2: benzoyl chloride; potassium carbonate / dichloromethane; water / 3 h / 0 - 20 °C View Scheme

acetic anhydride 2 h; Heating;

potassium hydroxide in methanol T=20°C; 3 h;

dichlorophenyl phosphine oxide; phosphorus pentachloride T=220°C; Chlorination; 0.333333 h;

trichlorophosphate in acetonitrile T=20°C; 3 h; Reflux;

dichlorophenyl phosphine oxide; phosphorus pentachloride T=220°C; Chlorination; 0.333333 h;

1: 81 percent / K2CO3 / dimethylformamide / 3 h / 60 °C 2: 85 percent / NaHCO3 / Pd(0) / 1,2-dimethoxy-ethane; H2O / 3 h 3: 100 percent / 20percent H2SO4 / ethanol / 48 h / Heating 4: 65 percent / POCl3 / benzene / 3 h / Heating View Scheme

1.1: trichlorophosphate / acetonitrile / 3 h / 20 °C / |Reflux 2.1: hydrogenchloride / dichloromethane; diethyl ether / 1 h / 5 - 20 °C 2.2: 5 h / |Reflux 3.1: palladium diacetate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; caesium carbonate / toluene / 1.5 h / 120 °C / |Inert atmosphere; |Microwave irradiation 4.1: bis-triphenylphosphine-palladium(II) chloride; sodium acetate / N,N-dimethyl acetamide / 1 h / 150 °C / |Inert atmosphere; |Microwave irradiation View Scheme