sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in water; acetonitrile 20 h; Heating / reflux;

ethanol; 2-Nitropropane; sodium in N,N-dimethyl-formamide T=60 - 65°C; 2 h;

1: 89.6 percent / sodium methylate / ethanol; methanol / 5 h / Heating 2: 89.2 percent / phosphorus oxychloride, N,N-dimethylaniline / 1 h / Heating 3: 91 percent / hydrogen / 5 percent Pd/C / ethanol / 0.28 h / 760 Torr / Ambient temperature 4: 93.6 percent / N-bromosuccinimide, dibenzoylperoxide, α,α'-azoisobutyronitrile / CCl4 / 3 h / Heating; Irradiation 5: 65.4 percent / sodium, ethanol, 2-nitropropane / dimethylformamide / 2 h / 60 - 65 °C View Scheme

1: 91 percent / hydrogen / 5 percent Pd/C / ethanol / 0.28 h / 760 Torr / Ambient temperature 2: 93.6 percent / N-bromosuccinimide, dibenzoylperoxide, α,α'-azoisobutyronitrile / CCl4 / 3 h / Heating; Irradiation 3: 65.4 percent / sodium, ethanol, 2-nitropropane / dimethylformamide / 2 h / 60 - 65 °C View Scheme

1: 89.2 percent / phosphorus oxychloride, N,N-dimethylaniline / 1 h / Heating 2: 91 percent / hydrogen / 5 percent Pd/C / ethanol / 0.28 h / 760 Torr / Ambient temperature 3: 93.6 percent / N-bromosuccinimide, dibenzoylperoxide, α,α'-azoisobutyronitrile / CCl4 / 3 h / Heating; Irradiation 4: 65.4 percent / sodium, ethanol, 2-nitropropane / dimethylformamide / 2 h / 60 - 65 °C View Scheme

tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate in acetonitrile Suzuki coupling; 5 h; Heating;

1: 93.6 percent / N-bromosuccinimide, dibenzoylperoxide, α,α'-azoisobutyronitrile / CCl4 / 3 h / Heating; Irradiation 2: 65.4 percent / sodium, ethanol, 2-nitropropane / dimethylformamide / 2 h / 60 - 65 °C View Scheme

sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene in water; tert-butyl alcohol T=20°C; 2 h;