Multi-step reaction with 9 steps
1.1: potassium hydroxide; tetrabutylammomium bromide / toluene; water / 2.17 h / 20 °C
2.1: potassium hydroxide / ethylene glycol / 4 h / 180 °C
3.1: sulfuric acid / 1 h / 75 °C
4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
5.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 80 °C / Inert atmosphere
6.1: trifluoroacetic acid / dichloromethane / 1 h
7.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
7.2: 72 h / 70 °C
8.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 3 h / 70 °C
9.1: water; lithium hydroxide / methanol / 72 h / 20 °C
With
tetrabutylammomium bromide; water; potassium acetate; sodium hydrogencarbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; potassium hydroxide; lithium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); sulfuric acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethylene glycol; toluene;