hydrogenchloride in tetrahydrofuran; water 2 h; Heating;

1: With toluene-4-sulfonic acid in water; acetonitrile T=20°C; 0.0833333 h; 2: With N-chloro-succinimide in water; acetonitrile T=20°C; 2 h; regioselective reaction;

1: 88 percent / ZnCl2, 85percent H3PO4 / toluene / Heating 2: 60 percent / t-butyl hypochlorite / benzene; CHCl3 / 1) 0 deg C, 2 h, 2) r.t., overnight 3: 94 percent / conc. HCl / tetrahydrofuran; H2O / 2 h / Heating View Scheme

1: 60 percent / t-butyl hypochlorite / benzene; CHCl3 / 1) 0 deg C, 2 h, 2) r.t., overnight 2: 94 percent / conc. HCl / tetrahydrofuran; H2O / 2 h / Heating View Scheme

tetrafluoroboric acid; sulfuric acid; HNO2 Yield given. Multistep reaction;

(i) CF3CO2Na, CF3CO2H, MeNO2, (electrochemical oxidation), (ii) aq. NaHCO3; Multistep reaction;

sodium hypochlorite; potassium carbonate in acetone

ammonium acetate in acetic acid; benzene 30 h; Heating;

1: 77 percent / ammoniumacetate, / acetic acid; benzene / 30 h / Heating 2: 73 percent / NaOH / H2O / 0.17 h / 65 °C 3: 87 percent / iodine / ethanol / 24 h / Heating 4: 49 percent / Cu powder / quinoline / 1 h / 180 °C 5: 54 percent / pyridine / 3 h / Heating 6: 1) benzoyl peroxide, NBS / 1) CCl4, reflux, 10 h, 2) DMSO 7: 81 percent / K2CO3 / acetone / 18 h / Heating 8: 1) borane/dimethyl sulfide, 2) 1.0 M HCl / 1) THF, 45 min, reflux, 2) CH3OH, reflux 9: 87 percent / sodium acetate / H2O / 0.5 h View Scheme