1: 72 percent / nitric acid; acetic acid / 0.25 h / -5 °C 2: 88 percent / potassium carbonate / acetone / 3 h / Heating 3: 79 percent / dimethylformamide / 4 h / 125 - 130 °C 4: 10 percent / acetic acid; iron / ethanol / 0.5 h / 70 - 75 °C View Scheme

in acetone T=50°C; 24 h;

potassium carbonate; anhydrous trichlorobenzene T=180°C; 0.05 h;

lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, from -40 deg C to RT, 2 h; Yield given. Multistep reaction;

chloro-trimethyl-silane; lithium diisopropyl amide 1.) -78 deg C, 2.) benzene, RT; Yield given. Multistep reaction. Yields of byproduct given;

sulfuric acid; potassium carbonate 1.) 1 h, rt.; 2.) 2-butanone, reflux; Yield given. Multistep reaction;

N-bromosuccinmide; dibenzoyl peroxide in tetrachloromethane T=80°C; 5 h; Irradiation;