chloroform; potassium carbonate

in chloroform-d1 T=60°C; Product distribution;

Dowex DR2030 ion exchange resin T=59.84°C; P=760.051 Torr; 3 h;

1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C / Inert atmosphere 2.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere 2.2: 3 h / 20 °C / Inert atmosphere 3.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere 4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 4 h / Inert atmosphere 5.1: Acidic conditions View Scheme

ethanol; sodium

1: 75 percent / pyridinium chlorochromate, sodum acetate / CH2Cl2 / 1 h / Ambient temperature 2: 71 percent / tetrahydrofuran / 1 h / 0 °C 3: 91 percent / potassium hydroxide / aq. ethanol / 2.5 h / Ambient temperature 4: 60 percent / pyridine / Ambient temperature 5: thionyl chloride / diethyl ether / 4 h / Ambient temperature 6: 94 percent / triethylamine / diethyl ether / 5 h / 40 °C 7: 1.) sodium hydride / 2.) tetrakis(triphenylphosphine)palladium(0) / 1.) THF, 45 deg C, 10 min; room temperature,30 min, 2.) reflux, 4 h 8: 82.5 percent / hexamethylphosphoric acid triamide / 11 h / 90 °C 9: 89 percent / disodium hydrogen phosphate, 6percent sodium amalgam / ethanol; tetrahydrofuran / 2.5 h / -20 °C 10: 99 percent / hydrogen / 5percent palladium on barium carbonate / 3 h / 1520 Torr / Ambient temperature View Scheme

1: With copper(II) bis(trifluoromethanesulfonate); diisopropyl-carbodiimide T=20°C; 1 h; 2: With N-bromosuccinmide in tetrahydrofuran T=100°C; 2 h;

T=0°C;

暂无反应条件数据

1.1: 99 percent / triethylamine / CH2Cl2 / 2 h / 20 °C 2.1: LDA; chlorotrimethylsilane / hexane; tetrahydrofuran / 1 h / -78 °C 2.2: NBS / tetrahydrofuran; hexane / 1 h / 0 °C 3.1: 797 mg / p-TsOH*H2O / ethanol / 2 h / 0 °C 4.1: 83 percent / PCC; sodium acetate; 4 Angstroem MS / CH2Cl2 / 1 h / 20 °C 5.1: 63 percent / Et2Zn / RhCl(PPh3)3 / tetrahydrofuran; hexane / 0.08 h / 0 °C View Scheme