Multi-step reaction with 8 steps
1.1: n-butyllithium / cyclohexane; tert-butyl methyl ether / 1.25 h / -32 °C / Inert atmosphere
1.2: -32 - 0 °C / Inert atmosphere
2.1: sodium iodide; triethylsilane / acetonitrile / 20 °C
2.2: 30 °C
3.1: trifluoroacetic acid; acetic acid; N-iodo-succinimide / 20 °C
3.2: Cooling with ice
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h
4.2: 2 h / 20 °C
5.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 70 °C / Inert atmosphere
6.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
6.2: 3 h / 20 °C / Inert atmosphere
7.1: hydrogenchloride; water / 1,4-dioxane / 2 h / 95 °C
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h
8.2: 2 h / 0 - 5 °C
With
hydrogenchloride; triethylsilane; N-iodo-succinimide; n-butyllithium; water; sodium hydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; sodium iodide; sodium t-butanolate;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; tert-butyl methyl ether; cyclohexane; N,N-dimethyl-formamide; acetonitrile; mineral oil;