1: 35.4 percent / potassium carbonate / dimethylsulfoxide / 2 h / Heating 2: 80 percent / NaOH / methanol; H2O / 1 h / Heating 3: 61 percent / thionyl chloride; pyridine / benzene / 1.5 h / 73 °C View Scheme

1.1: aq. Na2B4O7*10H2O; K2CO3 / dimethylformamide / 0.5 h / 20 °C 1.2: dimethylformamide / 20 °C 2.1: K2CO2 / dimethylformamide / 4 h / Heating View Scheme

in ethanol; water T=10°C; Radical scavenging; KineticsThermodynamic data; Further Variations:Temperatures;

1.1: triethylamine / 2 h / 4 - 20 °C 2.1: potassium carbonate / acetonitrile / 4 h / 40 °C 3.1: potassium carbonate; water / methanol / 1 h / 20 °C 4.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 110 °C 5.1: N-bromosuccinmide / N,N-dimethyl-formamide / 16 h / 20 °C 6.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / ethylene glycol dimethyl ether; water / 12 h / 60 °C / |Inert atmosphere 7.1: dimethylsulfide borane complex / tetrahydrofuran / 24 h / 0 - 20 °C 7.2: 16 h / 20 °C 8.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / dichloromethane / 48 h / 20 °C 9.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 5 h / 0 - 45 °C 9.2: 0 - 20 °C 10.1: palladium 10 on activated carbon; hydrogen / methanol / 6 h / 22502.3 Torr View Scheme

potassium carbonate in N,N-dimethyl-formamide T=80°C; 24 h; Inert atmosphere;

1.1: K2CO3 / dimethylformamide / 1 h / 85 °C 1.2: 76 percent / dimethylformamide / 24 h / 20 °C 2.1: 95 percent / K2CO3 / dimethylformamide / 1.5 h / 150 °C 3.1: 96 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 60 °C 4.1: 96 percent / pyridinium chlorochromate / tetrahydrofuran / 3 h / 20 °C 5.1: dioxane / 24 h / 20 °C 5.2: 64 percent / HCl / dioxane / 24 h / 20 °C 6.1: 94 percent / pyridine / 0.25 h / 0 °C 7.1: 61 percent / phenyliodine(III) bis(trifluoroacetate) / 2,2,2-trifluoro-ethanol / 0.17 h / -40 °C 8.1: 95 percent / BCl3 / CH2Cl2 / 20 h / -78 °C 9.1: 83 percent / pyridine / 3 h / 0 °C 10.1: 98 percent / formic acid; Et3N; PPh3 / Pd(OAc)2 / dimethylformamide / 72 h / 60 °C 11.1: 78 percent / lithium tri-sec-butylborohydride / tetrahydrofuran / 3 h / -78 °C 12.1: 96 percent / TBAB; KOH / methanol / 24 h / 80 °C 13.1: NaBH4 / methanol / 24 h / 20 °C 14.1: 46.3 mg / 48 h / Heating 15.1: 94 percent / lithium aluminum hydride / tetrahydrofuran / 7 h / 20 °C View Scheme

potassium carbonate in N,N-dimethyl-formamide T=85°C; 58 h;

potassium carbonate in various solvent(s) 84 h; Heating;

potassium carbonate in acetone Etherification; methylation; 0.25 h; microwave irradiation;

in ethanol; dichloromethane T=0°C;