Multi-step reaction with 9 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C
1.2: 3 h / 0 °C
2.1: hydrogen / 10% Pt/activated carbon / ethyl acetate / 3 h / Inert atmosphere
3.1: sodium hydrogencarbonate / 1,4-dioxane; water
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C
4.2: 2 h / 0 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C
6.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C
7.1: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 2 h / 20 °C
8.1: hydrogenchloride / methanol / 2 h / 20 °C
9.1: 4-methyl-morpholine / dichloromethane / 20 °C
With
4-methyl-morpholine; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride;
10% Pt/activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;