hydrogen; palladium dihydroxide in ethanol T=20°C;

sodium azide in sulfuric acid; acetic acid T=0°C; 12 h; 0 deg C, 12 h;

trifluoroacetic acid in dichloromethane T=20°C; 3 h;

1.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 0 - 20 °C 2.1: sodium hydroxide; benzenesulfonyl chloride / acetonitrile; water; acetone / 0 °C / Reflux 2.2: 20 °C 3.1: hydrogenchloride; hydrogen / palladium(II) oxide hydrate / methanol / 45 °C / Inert atmosphere View Scheme

sodium azide; sulfuric acid in acetic acid Schmidt reaction;

1: sodium hydroxide; benzenesulfonyl chloride / acetonitrile; water; acetone / 0 °C / |Reflux 2: palladium(II) oxide hydrate; hydrogenchloride; hydrogen / methanol / 45 °C / |Inert atmosphere View Scheme

water 48 h;

in tetrahydrofuran T=10 - 20°C; 2 h;

triethylamine T=0 - 20°C; 3 h;