Multi-step reaction with 9 steps
1.1: zinc(II) iodide / benzene / 1.58 h / 20 °C
2.1: diisopropylamine; n-butyllithium / hexane; 1,2-dimethoxyethane / 1 h / -60 °C
2.2: 4.33 h / -60 - 20 °C
2.3: 16 h / 20 °C
3.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice
4.1: acetic anhydride / 0 °C
4.2: 24 h / 130 °C
5.1: trichlorophosphate / sulfolane / 1 h / 120 °C
5.2: 20 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h
6.2: 16 h / Reflux
7.1: formic acid / palladium / methanol / 21 h / 20 °C / Inert atmosphere
8.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; tetrahydrofuran / 26 h / 70 - 80 °C
9.1: sodium hydroxide; water / 1,4-dioxane / 16 h / 20 °C
With
n-butyllithium; formic acid; water; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; diisopropylamine; sodium hydroxide; zinc(II) iodide; trichlorophosphate;
palladium;
In
tetrahydrofuran; 1,4-dioxane; sulfolane; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; mineral oil; benzene;