Multi-step reaction with 11 steps
1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 20 °C / Inert atmosphere
1.2: 6 h / 90 °C / Inert atmosphere
1.3: 1.67 h / 20 - 25 °C / water cooling
2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 3.5 h / 25 °C
2.2: 0.33 h / 20 °C
3.1: hydrogen bromide / toluene; water / 2 h / 65 - 70 °C
4.1: toluene / 3.5 h / Reflux
5.1: potassium carbonate / isopropyl alcohol / Reflux
6.1: hydrogen / 5% rhodium-on-charcoal / ethyl acetate / 3 h / 15 - 20 °C / 760.05 Torr
7.1: hydrogenchloride / isopropyl alcohol; water / 4.08 h / 55 - 60 °C
8.1: potassium carbonate / 1,4-dioxane; water / 20 °C
9.1: potassium carbonate / acetonitrile / 72 h / 20 °C
10.1: hydrogenchloride / 1,4-dioxane / 0.33 h / 20 °C
11.1: potassium carbonate / acetonitrile / 19.5 h / 55 - 60 °C
With
hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen bromide; hydrogen; potassium carbonate;
5% rhodium-on-charcoal;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;