Multi-step reaction with 9 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: tetrakis(triphenylphosphine) palladium(0); potassium acetate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
9: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; 1,2-dimethoxyethane / 2 h / Inert atmosphere; Reflux
With
pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium(0); sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium acetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; triphenylphosphine;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;