Multi-step reaction with 8 steps
1.1: thionyl chloride / benzene / 2 h / 100 °C
2.1: dichloromethane / 16 h / 23 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -5 °C
3.2: 2 h / -5 - 23 °C
4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux
5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene / 16 h / Reflux; Inert atmosphere
6.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 2585.81 Torr / Inert atmosphere
7.1: hydrogenchloride; water / ethanol / 2 h / 90 °C
8.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 36 h
With
hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); thionyl chloride; palladium 10% on activated carbon; water; hydrogen; potassium acetate; sodium hydride; sodium carbonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil; benzene;