sodium hydroxide; dihydrogen peroxide in ethanol T=20°C; 3 h;

1: pyridine / 2 h / Ambient temperature 2: KBr, 18-crown-6 ether / acetone / Heating 3: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 4: 1.32 g / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme

1: 93 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 2: pyridine / 2 h / Ambient temperature 3: KBr, 18-crown-6 ether / acetone / Heating 4: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 5: 1.32 g / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme

1: 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C 2: 93 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 3: pyridine / 2 h / Ambient temperature 4: KBr, 18-crown-6 ether / acetone / Heating 5: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 6: 1.32 g / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme

1: KBr, 18-crown-6 ether / acetone / Heating 2: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 3: 1.32 g / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme

1: 1.) N-isopropylcyclohexylamine, n-butyllithium / 1.) THF, hexane, -75 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1.5 h 2: 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C 3: 93 percent / lithium aluminum hydride / diethyl ether / Ambient temperature 4: pyridine / 2 h / Ambient temperature 5: KBr, 18-crown-6 ether / acetone / Heating 6: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h 7: 1.32 g / 30percent aq. H2O2, 6 N aq. NaOH / ethanol / 3 h / 20 °C View Scheme