Multi-step reaction with 8 steps
1.1: sodium ethanolate / 1 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C
2.2: 14 h / 20 °C
3.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / water; ethanol; ethyl acetate / 6 h / 2585.81 Torr
4.1: sodium ethanolate / ethanol / 5 h / 55 °C
5.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
7.1: sodium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; acetonitrile / 2 h / Reflux
8.1: trifluoroacetic acid / 2 h / 20 °C
With
hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; hydrogen; sodium ethanolate; potassium acetate; sodium acetate; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid;
In
1,4-dioxane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;