Multi-step reaction with 9 steps
1.1: tetrahydrofuran / 2 h / 0 - 20 °C / 760.05 Torr / Inert atmosphere
2.1: toluene / 16 h / 110 °C / 760.05 Torr / Inert atmosphere
3.1: potassium carbonate / methanol / 1 h / 80 °C / 760.05 Torr / Inert atmosphere
4.1: sodium hydroxide / 1,4-dioxane / 150 °C / 760.05 Torr / Inert atmosphere; Sealed tube
4.2: 760.05 Torr / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 20 °C / 760.05 Torr / Inert atmosphere
5.2: 48 h / 20 °C / 760.05 Torr / Inert atmosphere
6.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 1,2-dichloro-ethane / 5 h / 760.05 Torr / Inert atmosphere; Reflux
7.1: sodium azide / N,N-dimethyl-formamide / 20 °C / 760.05 Torr / Inert atmosphere
8.1: platinum(IV) oxide; hydrogen; hydrogenchloride / water; dichloromethane; ethyl acetate / 4 h / 20 °C / 760.05 Torr / Inert atmosphere
9.1: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C / 760.05 Torr / Inert atmosphere
9.2: 15 h / 20 °C / 760.05 Torr
With
hydrogenchloride; platinum(IV) oxide; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;