Multi-step reaction with 9 steps
1.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / 1,2-dichloro-ethane / 16 h / 80 °C / Darkness
2.1: calcium carbonate; water / 1,4-dioxane / 10 h / Reflux
3.1: thionyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere
4.1: TurboGrignard / tetrahydrofuran / 0.17 h / -20 °C / Inert atmosphere
4.2: 16 h / -20 - 20 °C / Inert atmosphere
5.1: potassium carbonate / tetrahydrofuran; methanol / 16 h / 20 °C / Inert atmosphere
6.1: sodium acetate; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / 12 h / 80 °C / 11636.1 Torr / Inert atmosphere; Autoclave
7.1: diisobutylaluminium hydride / toluene; dichloromethane / 1 h / -78 °C / Inert atmosphere
8.1: hydroxylamine hydrochloride; sodium acetate / water; methanol / 18 h / 20 °C / Inert atmosphere
9.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 45 °C / Darkness; Inert atmosphere
9.2: 16 h / 20 °C / Darkness; Inert atmosphere
With
1,1'-bis-(diphenylphosphino)ferrocene; N-chloro-succinimide; N-Bromosuccinimide; TurboGrignard; thionyl chloride; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; water; sodium acetate; palladium diacetate; diisobutylaluminium hydride; potassium carbonate; calcium carbonate;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;