diphenyl phosphoryl azide; triethylamine in toluene T=20 - 80°C; Rearrangement;

1.1: magnesium chloride / tetrahydrofuran / 2.5 h / 10 - 50 °C / Industry scale 1.2: 18.5 h / 30 - 34 °C / Industry scale 2.1: sodium tetrahydroborate / 1.42 h / 10 - 39 °C 2.2: 0 - 5 °C 3.1: 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran / 3 h / 20 - 35 °C 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 24 h / 35 - 50 °C 5.1: hydrogen / palladium(II) oxide hydrate / ethanol / 5 h / 30 °C / 155.15 Torr 6.1: sodium hydroxide; water / ethanol / 16 h 6.2: 1 h / 0 - 5 °C / pH 1 View Scheme