hydrogenchloride in water; acetone 24 h;

zinc dibromide in dichloromethane 96 h; Ambient temperature;

hydrogenchloride in water; acetone 72 h; Ambient temperature;

1: 88 percent / H2 / 10percent Pd/C / aq. NaOH / 15 h / 760 Torr / Ambient temperature 2: 60 percent / triethylamine / CH2Cl2 / 48 h / Ambient temperature 3: 1.) sodium hydride / 1.) benzene, 80 deg C, 1 h, 2.) benzene, a) 35 deg C, b) 45 to 50 deg C, 1 h 4: 80 percent / piperidine / toluene / 5 h / Heating 5: 65 percent / ZnBr2 / CH2Cl2 / 96 h / Ambient temperature View Scheme

1: sodium acetate 2: concentrated sulfuric acid 3: aq. NaOH solution View Scheme

1: 60 percent / triethylamine / CH2Cl2 / 48 h / Ambient temperature 2: 1.) sodium hydride / 1.) benzene, 80 deg C, 1 h, 2.) benzene, a) 35 deg C, b) 45 to 50 deg C, 1 h 3: 80 percent / piperidine / toluene / 5 h / Heating 4: 65 percent / ZnBr2 / CH2Cl2 / 96 h / Ambient temperature View Scheme

1: 80 percent / piperidine / toluene / 5 h / Heating 2: 65 percent / ZnBr2 / CH2Cl2 / 96 h / Ambient temperature View Scheme

1.1: zinc(II) chloride / 20 °C 2.1: 1,1,1,3,3,3-hexamethyl-disilazane / 5 h / 140 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 20 - 65 °C 3.2: 20 - 65 °C 4.1: hydrogenchloride / tetrahydrofuran; water / 16 h / 20 °C View Scheme

1.1: sodium hydride / tetrahydrofuran; mineral oil / 20 - 65 °C 1.2: 20 - 65 °C 2.1: hydrogenchloride / tetrahydrofuran; water / 16 h / 20 °C View Scheme

1: ethyl acetate With sodium hydride in tetrahydrofuran Reflux; 2: 1-(2,4-dihydroxy-6-methylphenyl)ethanone in tetrahydrofuran; isopropyl alcohol Reflux;