thionyl chloride in benzene 15 h; Ambient temperature;

1: H2SO4 / benzene 2: 75 percent / NaOEt / ethanol / 18 h / Heating 3: 74 percent / KOH / ethanol / 24 h / Heating 4: 71 percent / anhydr. HF 5: 80 percent / Zn(Hg), conc. HCl / H2O; toluene / 24 h / Heating 6: 65 percent / DDQ / benzene / 24 h / Heating 7: 95 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 8: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 74 percent / KOH / ethanol / 24 h / Heating 2: 71 percent / anhydr. HF 3: 80 percent / Zn(Hg), conc. HCl / H2O; toluene / 24 h / Heating 4: 65 percent / DDQ / benzene / 24 h / Heating 5: 95 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 6: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 75 percent / NaOEt / ethanol / 18 h / Heating 2: 74 percent / KOH / ethanol / 24 h / Heating 3: 71 percent / anhydr. HF 4: 80 percent / Zn(Hg), conc. HCl / H2O; toluene / 24 h / Heating 5: 65 percent / DDQ / benzene / 24 h / Heating 6: 95 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 7: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: Zn(Hg), conc. HCl / H2O; toluene / 72 h / Heating 2: 90 percent / KOH / methanol / 12 h / Heating 3: 70 percent / DDQ / benzene / 24 h / Heating 4: 96 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 5: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 96 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 2: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 90 percent / KOH / methanol / 12 h / Heating 2: 70 percent / DDQ / benzene / 24 h / Heating 3: 96 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 4: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 95 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 2: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: 0.6 g / KOH / methanol / 20 h / Heating 2: DDQ / benzene / 18 h / Heating 3: 96 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 4: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme

1: DDQ / benzene / 18 h / Heating 2: 96 percent / LiAlH4 / diethyl ether / 1.) 35 min, reflux, 2.) room temp., overnight 3: 71 percent / SOCl2 / benzene / 15 h / Ambient temperature View Scheme