1: diethyl ether / 2 h / 0 °C / |Inert atmosphere 2: pyridine; trichlorophosphate / 4 h / |Inert atmosphere; |Reflux 3: methyl-magnesium iodide / diethyl ether / 0.25 h / 0 - 180 °C / |Inert atmosphere View Scheme

1: 68 percent / tetrahydrofuran / 10 h 2: H2; acetic acid / Pd/C / 70 °C / 6000.48 Torr View Scheme

anschliessendes Dehydratisieren;

in tetrahydrofuran

in tetrahydrofuran T=0 - 20°C; 49 h;

potassium tert-butylate 1.) THF, room temp., 1 h, 2.) THF, reflux, 1.5 h; Yield given. Multistep reaction;

1: 68 percent / diethyl ether; benzene / 1.) reflux, 3 h, 2.) RT, overnight 2: 100 percent / methanesulfonic acid / 1.5 h / Ambient temperature 3: 59 percent / zinc amalgam, conc. HCl / toluene; acetic acid / 27 h / Heating 4: 1.) n-BuLi / 1.) ether, hexane, -30 deg C, 1 h, 2.) ether, hexane, from -30 deg C to RT 5: 69 percent / conc,. H2SO4 / benzene / 20 h / Heating 6: 96 percent / 10 N NaOH / pyridine / 3 h / Ambient temperature 7: 97 percent / 10 N NaOH / ethanol / 17 h / Heating 8: 70 percent / methanesulfonic acid / 19 h / Ambient temperature 9: NaBH4 / methanol / 0.67 h / Ambient temperature 10: p-toluenesulfonic acid / benzene / 2 h / Heating 11: 100 percent / 1-methylnaphthalene / benzene / 7 h / Heating 12: 96 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 1 h, 2.) RT, 2 h 13: 94 percent / Adogen 464, potassium nitrosodisulfonate, 1/6 M KH2PO4 / benzene; H2O / 2 h / Ambient temperature 14: 1.) KBH4, 2.) pyridine / 1.) ethanol, 21 h, 2.) 0 deg C, overnight 15: 84 percent / ammonia, methanol / 96 h / Ambient temperature View Scheme

1: 24 percent / potassium 12-tungstocobalt(III)ate; sodium tartrate buffer / H2O / 48 h / pH 4.0 View Scheme

暂无反应条件数据

1: diethyl ether 2: activated aluminium oxide / 310 °C / 30 - 40 Torr View Scheme