sodium azide; chloroform; sulfuric acid und anschliessenden Behandeln mit wss.NaOH oder beim Erhitzen mit NH2OH+HCl und Phosphorsaeure;

hydrogen; palladium on activated charcoal in acetic acid 6 h;

sodium hypobromide in 1,4-dioxane 1.) ice-cooling, 10 h, 2.) r.t., 5 h;

aluminium trichloride in toluene 20 h; Ambient temperature;

hydrogenchloride 18 h; Heating;

1: 70 percent / K2CO3 / acetone / 60 h 2: 99.8 percent / 15 h / Heating 3: NaH / 1) 20 min at 0 deg C 2) reflux for 12 h 4: NaOH / 1) 1h reflux with NaOH 2) concentrated HCl 5: SOCl2 6: 1) BF3*THF 2) NaOH, 30percent H2O2 / 2) at 55-60 deg C for 90 min 7: 88 percent / triethylamine / CH2Cl2 / 2.5 h / Ambient temperature 8: 100 percent / LiBr / dimethylformamide 9: 80 percent / Mg / tetrahydrofuran / 48 h / Heating 10: 67 percent / 4.5M HCl / 18 h / Heating View Scheme

diethyl ether; lithium Behandeln des Reaktionsgemisches mit festem CO2;

1: 70.2 percent / AlCl3 / toluene / 120 h / Ambient temperature 2: 84 percent / aq. NaOBr / dioxane / 1.) ice-cooling, 10 h, 2.) r.t., 5 h View Scheme

1: 99.8 percent / 15 h / Heating 2: NaH / 1) 20 min at 0 deg C 2) reflux for 12 h 3: NaOH / 1) 1h reflux with NaOH 2) concentrated HCl 4: SOCl2 5: 1) BF3*THF 2) NaOH, 30percent H2O2 / 2) at 55-60 deg C for 90 min 6: 88 percent / triethylamine / CH2Cl2 / 2.5 h / Ambient temperature 7: 100 percent / LiBr / dimethylformamide 8: 80 percent / Mg / tetrahydrofuran / 48 h / Heating 9: 67 percent / 4.5M HCl / 18 h / Heating View Scheme

1: SOCl2 2: 1) BF3*THF 2) NaOH, 30percent H2O2 / 2) at 55-60 deg C for 90 min 3: 88 percent / triethylamine / CH2Cl2 / 2.5 h / Ambient temperature 4: 100 percent / LiBr / dimethylformamide 5: 80 percent / Mg / tetrahydrofuran / 48 h / Heating 6: 67 percent / 4.5M HCl / 18 h / Heating View Scheme