1: 1.) POCl3 / 1.) r.t., 15 min, 2.) 4 h 2: 60 percent / 35percent aq. HBF4, HgO / dimethylsulfoxide / 60 °C View Scheme

1: 1.) POCl3 / 1.) r.t., 15 min, 2.) 4 h 2: 77 percent / LiAlH4 / tetrahydrofuran / 1 h / 40 °C 3: 86 percent / 35percent aq. HBF4, HgO / dimethylsulfoxide / 1.) 0-5 deg C, 30 min, 2.) 60 deg C, 2 h View Scheme

1: 100 percent / tetraethylammonium bromide, aq. NaOH / CH2Cl2 / Heating 2: 90 percent / HgO, aq. HBF4 / dimethylsulfoxide / 0 deg C -> room temperature, 1.5 h View Scheme

tetrafluoroboric acid; mercury(II) oxide in dimethyl sulfoxide 1.) 0-5 deg C, 1 h, 2.) 70-75 deg C, 4 h;