calcium sulfate; mercury dichloride; mercury(II) oxide 1.) dichloromethane, 1 h, r.t. 2.) 48 h; Yield given. Multistep reaction;

chloroform; silver carbonate

1: pyridine 2: hydrogen chloride / Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin View Scheme

1: NaOMe / methanol / 3 h 2: p-TsOH / acetonitrile / 0.33 h View Scheme

sodium methylate in methanol 16 h;

1: NaOMe / methanol / 3 h 2: p-TsOH / acetonitrile / 0.33 h 3: NaH / dimethylformamide / 20 °C 4: methyl orange; NaCNBH3; HCl / tetrahydrofuran; diethyl ether View Scheme

1: 85 percent / sodium methoxide / methanol 2: 85 percent / p-toluenesulphonic acid / acetonitrile 3: 86 percent / sodium hydride / 1,2-dimethoxy-ethane 4: 95 percent / molecular sieves, sodium cyanoborohydride, HCl / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature 5: 46 percent / collidine, silver triflate / nitromethane / 1.) -25 deg C, 4 h; 2.) rt, overnight 6: 1.) hydrazine hydrate / 1.) 95percent aqueous ethanol, reflux, 30 min; 2.) pyridine, rt, overnight 7: 87 percent / hydrogen / palladium-on-carbon / methanol / 16 h View Scheme

1: 85 percent / sodium methoxide / methanol 2: 85 percent / p-toluenesulphonic acid / acetonitrile 3: 86 percent / sodium hydride / 1,2-dimethoxy-ethane 4: 95 percent / molecular sieves, sodium cyanoborohydride, HCl / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature 5: 46 percent / collidine, silver triflate / nitromethane / 1.) -25 deg C, 4 h; 2.) rt, overnight 6: 1.) hydrazine hydrate / 1.) 95percent aqueous ethanol, reflux, 30 min; 2.) pyridine, rt, overnight 7: 87 percent / hydrogen / palladium-on-carbon / methanol / 16 h 8: 65 percent / tetraethylammonium bromide, molecular sieves / CH2Cl2; dimethylformamide / 16 h / Ambient temperature 9: 1.) hydrogen; 2.) sodium methoxide / 1.) palladium-on-carbon / 1.) methanol, 16 h; 2.) methanol View Scheme

1: 85 percent / sodium methoxide / methanol 2: 85 percent / p-toluenesulphonic acid / acetonitrile 3: 86 percent / sodium hydride / 1,2-dimethoxy-ethane 4: 88 percent / 60percent aqueous acetic acid / 0.5 h / 100 °C 5: 42 percent / tetraethylammonium bromide, molecular sieves / CH2Cl2 / 6 h / Ambient temperature View Scheme

1: NaOMe / methanol / 3 h 2: p-TsOH / acetonitrile / 0.33 h 3: NaH / dimethylformamide / 20 °C View Scheme