Multi-step reaction with 9 steps
1.1: n-butyllithium / tetrahydrofuran / 3 h / 0 °C
1.2: 3 h / 0 °C
2.1: 1-methyl-pyrrolidin-2-one / 36 h / 220 °C / Inert atmosphere
3.1: hydrogenchloride; ethanol / 12 h / 80 °C
4.1: sodium nitrite; hydrogen bromide / water / 0.17 h / 0 °C
4.2: 1 h / 0 - 50 °C
5.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere
6.1: hydrogenchloride / 1,4-dioxane / 4 h / 0 °C
7.1: Dess-Martin periodane / dichloromethane / 3 h / 0 °C
8.1: cesium fluoride / tetrahydrofuran / 1 h / 0 °C
9.1: potassium hydroxide; water / tetrahydrofuran / 1 h / 0 °C
With
hydrogenchloride; n-butyllithium; ethanol; water; hydrogen bromide; caesium carbonate; Dess-Martin periodane; cesium fluoride; potassium hydroxide; sodium nitrite;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; water;