2: Na2S2O4*H2O, NaOH 3: (i) H2SO4, aq. NaNO2, (ii) aq. KI 4: SOCl2 View Scheme

1.1: hydrogenchloride / water / 8 h / |Reflux 2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / |Inert atmosphere 2.2: 20 h / 0 - 25 °C / |Inert atmosphere 3.1: lithium borohydride / tetrahydrofuran / 21 h / 25 °C / |Inert atmosphere 4.1: dipyridinium dichromate / dichloromethane / 11 h / 25 °C / |Inert atmosphere 5.1: sodium dithionite; water / tetrahydrofuran / 1 h / 60 °C 6.1: N-benzyl-trimethylammonium hydroxide / tetrahydrofuran / 1 h / 0 °C 7.1: hydrogen; palladium 10 on activated carbon; formic acid / 3 h / 760.05 Torr View Scheme

2: Na2S2O4*H2O, NaOH View Scheme

2: Na2S2O4*H2O, NaOH 3: (i) H2SO4, aq. NaNO2, (ii) aq. KI View Scheme