Multi-step reaction with 10 steps
1.1: sodium sulfide / water / 6 h / 100 °C / Heating / reflux
2.1: hydrazine / iron(III) chloride / ethanol / 32 h / Heating / reflux; Activated charcoal
3.1: hydrogenchloride; sodium nitrite / water / 0 °C
4.1: triethylamine / palladium diacetate; triphenylphosphine / DMF (N,N-dimethyl-formamide) / 9 h / 110 °C / Heating / reflux
5.1: sodium hydroxide; water / methanol / 4 h / Heating / reflux
6.1: sodium periodate; hydrazine / ethanol; water / 5 h / 20 °C
7.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h
7.2: 48 h / 20 °C
8.1: triethylamine / dichloromethane / 20 °C
9.1: sodium tetrahydroborate / ISOPROPYLAMIDE / 0.5 h / 5 °C
9.2: 20 °C / Heating / reflux
10.1: sodium hydroxide; water / ethanol / 5 h / Heating / reflux
With
hydrogenchloride; sodium sulfide; sodium hydroxide; sodium tetrahydroborate; sodium periodate; water; triethylamine; hydrazine; sodium nitrite;
iron(III) chloride; palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; ISOPROPYLAMIDE; water;