Multi-step reaction with 10 steps
1.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 2 h / 0 - 20 °C
2.1: potassium carbonate / tetrahydrofuran / 72 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 5.75 h / -78 - 20 °C
3.2: 0.5 h / 20 °C / Cooling with ice
4.1: ammonium acetate; acetic acid / 4.5 h / 90 °C
5.1: water / 24 h / 105 °C
6.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 5 h / 20 °C
7.1: hydrogenchloride / toluene; 1,4-dioxane; tetrahydrofuran / 48 h / 20 °C
7.3: 10 h / 125 °C / Inert atmosphere
8.1: ammonia / methanol / 2 h / 100 °C / Sealed tube
9.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 1.5 h / 20 °C
10.1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane; tetrahydrofuran / 24 h / 20 °C
With
hydrogenchloride; ammonium acetate; ammonia; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; acetic acid; zinc;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene;