hydrogen; palladium on activated charcoal in ethanol 48 h;

1: 78 percent / n-BuLi / tetrahydrofuran; hexane / 18.5 h / 0 - 20 °C 2: 43 percent / hydrogen / 10percent Pd/C / ethanol / 48 h View Scheme

1: 95 percent / 5percent HCl / ethanol; H2O / 16 h / Heating 2: 78 percent / n-BuLi / tetrahydrofuran; hexane / 18.5 h / 0 - 20 °C 3: 43 percent / hydrogen / 10percent Pd/C / ethanol / 48 h View Scheme

1: 57 percent / 50percent NaH / tetrahydrofuran; paraffin / 16.5 h / Heating 2: 95 percent / 5percent HCl / ethanol; H2O / 16 h / Heating 3: 78 percent / n-BuLi / tetrahydrofuran; hexane / 18.5 h / 0 - 20 °C 4: 43 percent / hydrogen / 10percent Pd/C / ethanol / 48 h View Scheme