Multi-step reaction with 10 steps
1: sulfuric acid / 0 °C / Reflux
2: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
4: triphenylphosphine; tetrachloromethane / tetrahydrofuran / 2 h / Reflux; Inert atmosphere
5: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere
6: palladium 10% on activated carbon; hydrogen / methanol
7: pyridine / dichloromethane / 3.17 h / 0 - 20 °C
8: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,2-dimethoxyethane / 0.5 h / 120 °C / Microwave irradiation
9: zinc; ammonium chloride / water; tetrahydrofuran; methanol / 0.5 h / 20 °C
10: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
With
pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium aluminium tetrahydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; ammonium chloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;