hydrogen; Lindlar's catalyst in tetrahydrofuran 6 h; Ambient temperature;

sodium hydride; 3-chloro-benzenecarboperoxoic acid in tetrahydrofuran Ambient temperature;

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

1: 1.) Tl(NO3)3 on Montmorillinite clay; 2.) sodium methoxide; aq. HCl / 1.) methylene chloride, room temperature, 1 h; 2.) methanol, H2O, overnight 2: 94 percent / xylene / 18 h / Heating 3: POCl3 / toluene / 2 h / Heating 4: sodium acetate / Ambient temperature; overnight 5: 76 percent / H2 / 5percent Pd/CaCO3 / tetrahydrofuran / 6 h / Ambient temperature 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 4: 94 percent / xylene / 18 h / Heating 5: POCl3 / toluene / 2 h / Heating 6: sodium acetate / Ambient temperature; overnight 7: 76 percent / H2 / 5percent Pd/CaCO3 / tetrahydrofuran / 6 h / Ambient temperature View Scheme

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

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

1: sodium acetate / Ambient temperature; overnight 2: 76 percent / H2 / 5percent Pd/CaCO3 / tetrahydrofuran / 6 h / Ambient temperature View Scheme

sodium hydride; 3-chloro-benzenecarboperoxoic acid 1) THF, r.t., 1 h; 2) 0 deg C then r.t., 1 h; Yield given. Multistep reaction;