Multi-step reaction with 11 steps
1.1: sulfuric acid; nitric acid / 0 - 20 °C
2.1: ammonium hydroxide / ethanol; water / 20 °C
3.1: sodium hydride / mineral oil / 1 h / 0 - 20 °C
4.1: bromine / dichloromethane / 0.5 h / 20 °C
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C / 760.05 Torr
5.2: 20 °C
6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 105 °C
7.1: trichlorophosphate / 2 h / Reflux
8.1: tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 0.5 h / 120 °C / Microwave irradiation
9.1: boron tribromide / dichloromethane
10.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C
11.1: water; sodium hydroxide / ethanol / 0.5 h / 20 °C
With
ammonium hydroxide; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; hydrogen; bromine; nitric acid; boron tribromide; sodium hydride; potassium carbonate; triethylamine; sodium hydroxide; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;