potassium permanganate

potassium carbonate in N-methyl-acetamide

potassium carbonate in N,N-dimethyl-formamide 2 h; Ambient temperature;

1: 40 percent / fuming HNO3, Ac2O / 5 °C 2: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 1034.3 Torr 3: 62 percent / NaNO2, HF, pyridine / 2 h / 65 °C 4: 100 percent / n-bromosuccinimide (NBS), (PhCO2)2 / CCl4 / 4 h / Heating 5: 99 percent / HCO2Na / ethanol; H2O / 2 h / Heating 6: 71 percent / Jones reagent / acetone / 2 h / 10 - 15 °C 7: COCl2 / dimethylformamide; CH2Cl2 / 1 h 8: 96 percent / Et3N / tetrahydrofuran / 0.5 h / 0 - 20 °C 9: 1.) NaH / 1.) THF, 55-60 deg C, 45 min, 2.) THF, RT, 30 min 10: 98 percent / HCO2H / H2O / 1.5 h View Scheme

N-bromosuccinmide

1: NBS 2: Sommelet reaction View Scheme