1: 81 percent / sodium methylate / dimethylformamide / 0.25 h / 75 °C 2: 95 percent / propan-2-ol / 0.5 h / Heating 3: 86 percent / sodium methylate / ethanol / 40 h / Heating 4: 1.) sodium hydride / 1.) DMF, 45 min, 65 deg C; 2.) THF-DMF, 60 deg C, 20 min View Scheme

1: 86 percent / sodium methylate / ethanol / 40 h / Heating 2: 1.) sodium hydride / 1.) DMF, 45 min, 65 deg C; 2.) THF-DMF, 60 deg C, 20 min View Scheme

1: 95 percent / propan-2-ol / 0.5 h / Heating 2: 86 percent / sodium methylate / ethanol / 40 h / Heating 3: 1.) sodium hydride / 1.) DMF, 45 min, 65 deg C; 2.) THF-DMF, 60 deg C, 20 min View Scheme

sodium hydride 1.) DMF, 45 min, 65 deg C; 2.) THF-DMF, 60 deg C, 20 min; Yield given. Multistep reaction;

1: 58 percent / amalgamated alumina / tetrahydrofuran; H2O / 5 h / 60 °C 2: 80 percent / hydroxylamine hydrochloride, pyridine / ethanol / 4 h / Heating View Scheme

aluminium amalgam in tetrahydrofuran; water T=60°C; 5 h;

1: 58 percent / amalgamated alumina / tetrahydrofuran; H2O / 5 h / 60 °C 2: 60 percent / sodium borohydride / methanol; aq. NaOH View Scheme