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: tin(II) chloride dihdyrate; ethanol / 2 h / Reflux
6.1: methanol; dichloromethane; toluene / 2 h / 80 °C
7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere
8.1: trichlorophosphate / 2 h / 115 °C
9.1: boron tribromide / dichloromethane / 0 - 20 °C
10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0.17 h
11.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; 1,4-dioxane; water; acetonitrile / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
11.2: 0.17 h
With
ammonium hydroxide; tin(II) chloride dihdyrate; ethanol; sulfuric acid; bromine; nitric acid; boron tribromide; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; mineral oil;