N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide T=20°C; 2.33333 h;

formic acid T=100°C; 3 h;

1: 58 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating 2: 44 percent / HCOOH / 3 h / 100 °C View Scheme

1: 86 percent / NaOMe / diethyl ether / 24 h / Ambient temperature 2: 80 percent / KOH / ethanol; H2O / 6 h / Heating 3: 70 percent / urea / xylene / Heating 4: 58 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating 5: 44 percent / HCOOH / 3 h / 100 °C View Scheme

1: 80 percent / KOH / ethanol; H2O / 6 h / Heating 2: 70 percent / urea / xylene / Heating 3: 58 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating 4: 44 percent / HCOOH / 3 h / 100 °C View Scheme

1: 70 percent / urea / xylene / Heating 2: 58 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating 3: 44 percent / HCOOH / 3 h / 100 °C View Scheme