Multi-step reaction with 9 steps
1: 84 percent / 2 h / Heating
2: 82 percent / SOCl2, pyridine / 1.5 h / Heating
3: TEA / dioxane
4: 2 N etheric HCl / dioxane / 0.25 h / 20 °C
5: 1.) KI; 2.) NaN3 / 1.) acetone, 15 min; acetone, 6 h, room temp.
6: 83 percent / H2 / Pd/C (5percent Pd) / dioxane / 18 h / 2206.5 Torr
7: 97 percent / acetic acid, sodium-cyano trihydroborate / tetrahydrofuran / 4 h / 25 °C
8: 78 percent / tributyl phosphine / tetrahydrofuran / 3 h
9: 94 percent / 1,3-dimethoxy benzene, HCl-gas / dioxane / 1 h / Ambient temperature
With
pyridine; hydrogenchloride; thionyl chloride; sodium azide; tributylphosphine; TEA; hydrogen; sodium cyanoborohydride; acetic acid; potassium iodide; 1,3-Dimethoxybenzene;
5%-palladium/activated carbon;
In
tetrahydrofuran; 1,4-dioxane;