hydrogen; sodium acetate; palladium on activated charcoal in acetic acid P=18751.5 Torr; 72 h;

1: 90 percent / SOCl2 / tetrahydrothiophene 1,1-dioxide / 7 h / 55 °C 2: 90 percent / H2, CH3COONa / 10percent Pd-C / aq. acetic acid / 72 h / 18751.5 Torr View Scheme

1: 95 percent / HCl / 3 h / Heating 2: LiAlH4 / tetrahydrofuran / 3 h / Heating 3: 90 percent / SOCl2 / tetrahydrothiophene 1,1-dioxide / 7 h / 55 °C 4: 90 percent / H2, CH3COONa / 10percent Pd-C / aq. acetic acid / 72 h / 18751.5 Torr View Scheme

1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 90 percent / SOCl2 / tetrahydrothiophene 1,1-dioxide / 7 h / 55 °C 3: 90 percent / H2, CH3COONa / 10percent Pd-C / aq. acetic acid / 72 h / 18751.5 Torr View Scheme

hydrogen; palladium on activated charcoal