hydrogenchloride; potassium hydroxide in ethanol; water 9 h; Heating;

hydrogenchloride; sodium methylate; thallium(III) nitrate 1.) methylene chloride, room temperature, 1 h; 2.) methanol, H2O, overnight; Yield given. Multistep reaction;

1: 6.4 g / K2CO3 / acetone / Heating; overnight 2: 1.) Tl(NO3)3 on Montmorillinite clay; 2.) sodium methoxide; aq. HCl / 1.) methylene chloride, room temperature, 1 h; 2.) methanol, H2O, overnight View Scheme

1: 88 percent / BCl3 / CH2Cl2 / 0.25 h / 0 °C 2: 6.4 g / K2CO3 / acetone / Heating; overnight 3: 1.) Tl(NO3)3 on Montmorillinite clay; 2.) sodium methoxide; aq. HCl / 1.) methylene chloride, room temperature, 1 h; 2.) methanol, H2O, overnight View Scheme

1: 97 percent / HCl / 20 h / Ambient temperature 2: 97 percent / LiAlH4 / diethyl ether / 4 h / Ambient temperature 3: 88 percent / N-bromosuccinimide/triphenylphosphine / benzene / 2 h / Ambient temperature View Scheme

1: 97 percent / 10percent HCl / 20 h / Ambient temperature 2: 97 percent / LiAlH4 / diethyl ether / 4 h / Ambient temperature 3: 88 percent / triphenylphosphine, N-bromosuccinimide / benzene / 2 h / Ambient temperature 4: 94 percent / benzene / 72 h / Heating 5: potassium ferricyanide, KOH 6: 82 percent / Raney nickel / aq. ethanol / 6 h / Heating View Scheme

1: 97 percent / HCl / 20 h / Ambient temperature 2: 97 percent / LiAlH4 / diethyl ether / 4 h / Ambient temperature View Scheme

hydrogenchloride 20 h; Ambient temperature;

1: 94 percent / xylene / 18 h / Heating 2: POCl3 / toluene / 2 h / Heating 3: sodium acetate / Ambient temperature; overnight 4: 76 percent / H2 / 5percent Pd/CaCO3 / tetrahydrofuran / 6 h / Ambient temperature View Scheme