Multi-step reaction with 8 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 °C
3.1: sodium nitrite; sulfuric acid / 1,2-dimethoxyethane; water / 0.83 h / 0 - 5 °C
3.2: 0.5 h / 0 °C
4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 20 h / 60 °C / Inert atmosphere
6.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 60 °C
6.2: pH 2 / Cooling with ice
7.1: dicyclohexyl-carbodiimide; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
8.1: dichloromethane / 1 h / 20 °C
With
sulfuric acid; tetrabutyl ammonium fluoride; water; hydrogen; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; sodium hydroxide; sodium nitrite;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 5%-palladium/activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;