Multi-step reaction with 7 steps
1.1: potassium carbonate / dimethyl sulfoxide / 2 h / 120 °C
2.1: palladium 10% on activated carbon; hydrogen / 24 h / 40 °C / 1551.49 Torr
3.1: hydrogenchloride / 1,4-dioxane; water / 0.17 h / 0 °C
3.2: 1 h / 0 °C
3.3: 2 h / 10 °C
4.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / 0.5 h / Inert atmosphere
4.2: 16 h / 60 °C
5.1: trifluoroacetic acid; sulfuric acid; methoxybenzene / 4 h / 90 °C
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C
7.1: Dess-Martin periodane / dichloromethane / 3.5 h / 0 - 20 °C
With
hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); lithium aluminium tetrahydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; Dess-Martin periodane; methoxybenzene; trifluoroacetic acid; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide;