Multi-step reaction with 8 steps
1.1: trifluoroacetic acid; dihydrogen peroxide / water / 70 - 75 °C
2.1: potassium nitrate; sulfuric acid / 2 h / 120 °C
2.2: 15 °C / Cooling with ice
3.1: hydrogen / Raney nickel / ethanol / 3 h / 2068.65 Torr
4.1: potassium nitrate; sulfuric acid / 1.17 h / 0 - 20 °C
4.2: 12 h / 20 °C
4.3: 5 °C / Cooling with ice
5.1: hydrogen / Raney nickel / ethanol / 2 h / 1861.78 Torr
6.1: oxygen; iron(III) chloride / 1,4-dioxane; ethanol / 10 h / 75 °C
6.2: Cooling with ice
7.1: trimethylsilyl bromide / propiononitrile / 12 h / 120 °C
7.2: 23 °C / Cooling with ice
8.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; 1,2-dimethoxyethane / 2 h / 170 °C / Inert atmosphere; microwave irradiation
With
iron(III) chloride; trimethylsilyl bromide; sulfuric acid; hydrogen; dihydrogen peroxide; oxygen; caesium carbonate; potassium nitrate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid;
tris-(dibenzylideneacetone)dipalladium(0);
In
1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; propiononitrile;