ethanol; palladium in cyclohexene 18 h; Heating;

ammonium hydroxide 48 h; Ambient temperature;

1: 1.) HMDS, ammonium sulfate; 2.) TBAI; 3.)methanol, water 2: 95 percent / conc. ammonium hydroxide, pyridine / 15 h / 55 °C 3: 89 percent / ethanol / palladium black / cyclohexene / 18 h / Heating View Scheme

1: 1.) ammonium sulfate, HMDS; 2.) tetra-n-butylammonium iodide / 1.) 4 d, reflux; 2.) acetonitrile, 15 h, reflux 2: 89 percent / ethanol / palladium black / cyclohexene / 18 h / Heating View Scheme

1: 95 percent / conc. ammonium hydroxide, pyridine / 15 h / 55 °C 2: 89 percent / ethanol / palladium black / cyclohexene / 18 h / Heating View Scheme