1: 70 percent / NaNH2 / toluene / 80 h / Heating 2: 100 percent / hydroquinone, 2 N aq. HCl / 1 h / 80 °C 3: 5.4percent methanolic methylamine, 2 N methanolic HCl (to pH 7), NaCNBH3 / 24 h / Ambient temperature View Scheme

1: 77 percent / NaNH2 / xylene / 96 h / Heating 2: 100 percent / hydroquinone, 2 N aq. HCl / 1 h / 80 °C 3: 5.4percent methanolic methylamine, 2 N methanolic HCl (to pH 7), NaCNBH3 / 24 h / Ambient temperature View Scheme

1: 70 percent / NaNH2 / toluene / 80 h / Heating 2: 100 percent / hydroquinone, 2 N aq. HCl / 1 h / 80 °C 3: 5.4percent methanolic methylamine, 2 N methanolic HCl (to pH 7), NaCNBH3 / 24 h / Ambient temperature View Scheme

hydrogenchloride; sodium cyanoborohydride; methylamine 24 h; Ambient temperature;

1: 100 percent / hydroquinone, 2 N aq. HCl / 1 h / 80 °C 2: 5.4percent methanolic methylamine, 2 N methanolic HCl (to pH 7), NaCNBH3 / 24 h / Ambient temperature View Scheme