hydrogenchloride in ethanol 24 h; Heating;

1: pyridine, piperidine 2: conc. H2SO4 3: H2 / 5percent Pd/C / ethanol / 45 °C 4: NaH / 1,2-dimethoxy-ethane / 20 h / Ambient temperature 5: sodium methoxide / methanol / 18 h / Heating 6: 67 percent / 2.) ethanolic hydrogen chloride / ethanol / 24 h / Heating View Scheme

1: conc. H2SO4 2: H2 / 5percent Pd/C / ethanol / 45 °C 3: NaH / 1,2-dimethoxy-ethane / 20 h / Ambient temperature 4: sodium methoxide / methanol / 18 h / Heating 5: 67 percent / 2.) ethanolic hydrogen chloride / ethanol / 24 h / Heating View Scheme

1: H2 / 5percent Pd/C / ethanol / 45 °C 2: NaH / 1,2-dimethoxy-ethane / 20 h / Ambient temperature 3: sodium methoxide / methanol / 18 h / Heating 4: 67 percent / 2.) ethanolic hydrogen chloride / ethanol / 24 h / Heating View Scheme

1: NaH / 1,2-dimethoxy-ethane / 20 h / Ambient temperature 2: sodium methoxide / methanol / 18 h / Heating 3: 67 percent / 2.) ethanolic hydrogen chloride / ethanol / 24 h / Heating View Scheme

1: sodium methoxide / methanol / 18 h / Heating 2: 67 percent / 2.) ethanolic hydrogen chloride / ethanol / 24 h / Heating View Scheme