1: aqueous alcohol 2: concentrated sulfuric acid 3: sodium; absolute alcohol; toluene View Scheme

1: N-ethyl-N,N-diisopropylamine; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 100 °C 2: trichlorophosphate / 4 h / 25 - 35 °C 3: bromine / dichloromethane / 2.5 h / 0 °C 4: dichloromethane; toluene / 16 h / |Reflux 5: sodium hydroxide / methanol; water / 3 h / 40 °C 6: triethylamine; hydrogen / methanol / 2 h / 70 °C / 6080.41 - 7600.51 Torr / |Autoclave; |Inert atmosphere 7: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / toluene / 1 h / 70 °C 8: 10 h / 95 °C 9: N,N-dimethyl-formamide / 20 h / 120 °C / |Inert atmosphere 10: hydrogen; palladium on activated charcoal / methanol / 3 h / 20 °C / 11251.1 Torr View Scheme

sodium t-butanolate in tetrahydrofuran T=15 - 20°C;

magnesium oxide; lithium trifluoromethane sulfonate; lithium tetrakis(pentafluorophenyl)-borate in dichloromethane; cyclohexane T=20°C; 24 h;

1: With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole in dichloromethane 5 h; Inert atmosphereReflux; 2: With di-tert-butyl peroxide; benzenesulfonyl chloride T=140°C; 0.25 h; Microwave irradiation;

1: Na / xylene 2: SOCl2, PhNMe2 View Scheme

in dichloromethane T=0 - 20°C; 3 h; Inert atmosphere;

sodium hydride in N,N-dimethyl-formamide 1.5 h; Ambient temperature;

thionyl chloride; 2,3-dimethyl aniline

Wilkinson's catalyst in toluene Inert atmosphereReflux;