borane-THF in tetrahydrofuran 15 h; Heating;

1: 1.) HCOOH, 2.) H2O 2: 81 percent / hydroxylamine hydrochloride, sodium acetate trihydrate / H2O; methanol / 0.17 h / Heating 3: 95 percent / polyphosphoric acid / 0.5 h / 100 - 120 °C 4: 96 percent / 1M borane-tetrahydrofuran complex / tetrahydrofuran / 15 h / Heating View Scheme

1: 81 percent / hydroxylamine hydrochloride, sodium acetate trihydrate / H2O; methanol / 0.17 h / Heating 2: 95 percent / polyphosphoric acid / 0.5 h / 100 - 120 °C 3: 96 percent / 1M borane-tetrahydrofuran complex / tetrahydrofuran / 15 h / Heating View Scheme

1: 95 percent / polyphosphoric acid / 0.5 h / 100 - 120 °C 2: 96 percent / 1M borane-tetrahydrofuran complex / tetrahydrofuran / 15 h / Heating View Scheme

1: 1.) methyl lithium / 1.) ether, 0 deg C, 1 h, 2.) -78 deg C; R.T., 1 h. 2: 1.) HCOOH, 2.) H2O 3: 81 percent / hydroxylamine hydrochloride, sodium acetate trihydrate / H2O; methanol / 0.17 h / Heating 4: 95 percent / polyphosphoric acid / 0.5 h / 100 - 120 °C 5: 96 percent / 1M borane-tetrahydrofuran complex / tetrahydrofuran / 15 h / Heating View Scheme