hydrogenchloride; hydrogen; palladium on activated charcoal in ethanol 4.5 h; atmospheric pressure;

1: With 1,1,3,3-tetramethyldisiloxane; 1,2,3-(OMe)3-propane; copper(II) bis(trifluoromethanesulfonate) T=100°C; 24 h; Inert atmosphereSealed tubeGreen chemistry; 2: With hydrogenchloride in diethyl ether T=20°C; 0.0833333 h; Green chemistry;

1: With 1,1,3,3-tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) in 2-methyl tetrahydrofuran T=100°C; 24 h; Inert atmosphereSealed tube; 2: With hydrogenchloride in 2-methyl tetrahydrofuran; diethyl ether T=20°C; 0.0833333 h;

1: 93 percent / hydroxylamine hydrochloride; NaOAc / ethanol / 6 h / 20 °C 2: hydrogen; conc. HCl / Pd/C / ethanol / 4.5 h / atmospheric pressure View Scheme