nitric acid in trifluoroacetic acid T=65 - 75°C; 2.16667 h;

1: 290 g / potassium carbonate / tetrahydrofuran / 20 °C 2: 81 percent / H2 / Raney-nickel / ethanol / 20 °C 3: 83 percent / thionyl chloride; pyridine / CH2Cl2 / 20 °C 4: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C 5: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C View Scheme

1: 81 percent / H2 / Raney-nickel / ethanol / 20 °C 2: 83 percent / thionyl chloride; pyridine / CH2Cl2 / 20 °C 3: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C 4: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C View Scheme

1.1: lithium diisopropylamide / tetrahydrofuran / 1.5 h / -75 °C 1.2: tetrahydrofuran 2.1: 290 g / potassium carbonate / tetrahydrofuran / 20 °C 3.1: 81 percent / H2 / Raney-nickel / ethanol / 20 °C 4.1: 83 percent / thionyl chloride; pyridine / CH2Cl2 / 20 °C 5.1: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C 6.1: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C View Scheme

1: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C 2: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C View Scheme

1: 83 percent / thionyl chloride; pyridine / CH2Cl2 / 20 °C 2: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C 3: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C View Scheme

1,1,1,3,3,3-hexamethyl-disilazane; 2,2,2-trichloroacetyl chloride in tetrahydrofuran T=0 - 20°C;

1: 100 percent / hexamethyldisilazane; trichloroacetyl chloride / tetrahydrofuran / 0 - 20 °C 2: 65 percent / sodium hydride / dimethylformamide; various solvent(s) / 0.75 h / 20 °C View Scheme