Multi-step reaction with 9 steps
1.1: sodium hydride / 1,2-dimethoxyethane; mineral oil / -5 - 20 °C
1.2: 3.5 h / 20 °C / Reflux
2.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 1 h / -78 °C
2.2: 0.67 h / -78 °C
3.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 0.5 h / 20 °C
3.2: 1.5 h / 20 °C
4.1: potassium hydroxide; tert-butyl alcohol / 2 h / 80 °C
5.1: potassium hydroxide / dimethyl sulfoxide / 0.75 h / 20 °C / Inert atmosphere
5.2: 20 °C
6.1: N,N-dimethyl-formamide / 3.5 h / 0 °C
7.1: sodium hydroxide / 48 h / 90 °C
7.2: pH 4
8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C
9.1: hydrogenchloride; methanol / 0.5 h / 20 °C
With
hydrogenchloride; methanol; sec.-butyllithium; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; tert-butyl alcohol;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; cyclohexane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;