in diethyl ether; toluene T=-20 - 0°C; Beckmann Rearrangement; 1.5 h; Inert atmosphere;

1: hydroxylamine hydrochloride; pyridine / ethanol 2: triethylamine / dichloromethane / 0.17 h / 0 °C 3: toluene; diethyl ether / 1.5 h / -20 - 0 °C / |Inert atmosphere View Scheme

1: potassium tert-butylate 2: nickel-aluminum alloy; sodium hydroxide 3: polyphosphoric acid 4: acetic acid; bromine 5: lithium chloride / N,N-dimethyl-formamide / |Reflux 6: boron tribromide / dichloromethane / |Reflux 7: hydroxylamine hydrochloride; pyridine / ethanol 8: triethylamine / dichloromethane / 0.17 h / 0 °C 9: toluene; diethyl ether / 1.5 h / -20 - 0 °C / |Inert atmosphere View Scheme

1: nickel-aluminum alloy; sodium hydroxide 2: polyphosphoric acid 3: acetic acid; bromine 4: lithium chloride / N,N-dimethyl-formamide / |Reflux 5: boron tribromide / dichloromethane / |Reflux 6: hydroxylamine hydrochloride; pyridine / ethanol 7: triethylamine / dichloromethane / 0.17 h / 0 °C 8: toluene; diethyl ether / 1.5 h / -20 - 0 °C / |Inert atmosphere View Scheme

1: polyphosphoric acid 2: acetic acid; bromine 3: lithium chloride / N,N-dimethyl-formamide / |Reflux 4: boron tribromide / dichloromethane / |Reflux 5: hydroxylamine hydrochloride; pyridine / ethanol 6: triethylamine / dichloromethane / 0.17 h / 0 °C 7: toluene; diethyl ether / 1.5 h / -20 - 0 °C / |Inert atmosphere View Scheme

1: acetic acid; bromine 2: lithium chloride / N,N-dimethyl-formamide / |Reflux 3: boron tribromide / dichloromethane / |Reflux 4: hydroxylamine hydrochloride; pyridine / ethanol 5: triethylamine / dichloromethane / 0.17 h / 0 °C 6: toluene; diethyl ether / 1.5 h / -20 - 0 °C / |Inert atmosphere View Scheme