Multi-step reaction with 11 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane; ethylbenzene / 3 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
1.3: -40 - -10 °C / Inert atmosphere
2.1: chromium(VI) oxide / acetone / 3.25 h / -30 - 20 °C / Inert atmosphere
3.1: hydrazine hydrate / butan-1-ol / Reflux
4.1: sodium hydroxide; potassium permanganate / water / 4 h / 80 - 90 °C
5.1: sulfuric acid / 6 h / Reflux
6.1: sodium acetate; bromine / acetic acid / 120 °C / Sealed tube
7.1: water; sodium hydroxide / 3 h / 90 °C
8.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 3 h / 65 °C / Inert atmosphere
8.2: 3 h / 20 - 65 °C / Inert atmosphere
9.1: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere; Reflux
10.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
11.1: potassium acetate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 2 h / 90 °C / Inert atmosphere
With
chromium(VI) oxide; potassium permanganate; lithium aluminium tetrahydride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; water; bromine; potassium acetate; sodium acetate; pyridinium p-toluenesulfonate; hydrazine hydrate; 1,1'-carbonyldiimidazole; sodium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; ethylbenzene; water; acetic acid; N,N-dimethyl-formamide; acetone; butan-1-ol;