hydrogenchloride in acetic acid 4 h; Heating;

sodium dichromate; sulfuric acid in acetic acid

1: Triethylamine / diethyl ether / 20 h / 20 °C 2: 39 percent / N-Bromosuccinmide, benzoyl peroxide / CCl4 / 1.17 h / Heating 3: 95 percent / Concentrated hydrochloric acid / acetic acid / 4 h / Heating View Scheme

1: 39 percent / N-Bromosuccinmide, benzoyl peroxide / CCl4 / 1.17 h / Heating 2: 95 percent / Concentrated hydrochloric acid / acetic acid / 4 h / Heating View Scheme

1: 73 percent / Hydroxylamine hydrochloride / methanol; H2O / 1) 10 - 20 deg C, 1 h, 2) 0 - 5 deg C, 1 h. 2: N-Chlorosuccinimide, HCl / dimethylformamide / 0.25 h / 35 °C 3: Triethylamine / diethyl ether / 20 h / 20 °C 4: 39 percent / N-Bromosuccinmide, benzoyl peroxide / CCl4 / 1.17 h / Heating 5: 95 percent / Concentrated hydrochloric acid / acetic acid / 4 h / Heating View Scheme

1: N-Chlorosuccinimide, HCl / dimethylformamide / 0.25 h / 35 °C 2: Triethylamine / diethyl ether / 20 h / 20 °C 3: 39 percent / N-Bromosuccinmide, benzoyl peroxide / CCl4 / 1.17 h / Heating 4: 95 percent / Concentrated hydrochloric acid / acetic acid / 4 h / Heating View Scheme

1: Triethylamine / diethyl ether / 20 h / 20 °C 2: 39 percent / N-Bromosuccinmide, benzoyl peroxide / CCl4 / 1.17 h / Heating 3: 95 percent / Concentrated hydrochloric acid / acetic acid / 4 h / Heating View Scheme

1: (i) NH2OH*HCl, (ii) aq. NaOH 2: Na2Cr2O7, H2SO4 / acetic acid View Scheme