acetic acid

1: 1.) glacial acetic acid, 2.)HCl 4M / 1.) 15 min, 2.) 16 h,room temperature 2: 0.5 h / 200 °C 3: H2NNH2 / methanol / 0.5 h / Heating 4: 90 percent / hydrogen / 10percentPd-C / acetic acid / Ambient temperature View Scheme

sodium amalgam in THF-d8 (tetrahydrofuran-d8) T=0°C; 0.25 h; sonication; other substrate;