Multi-step reaction with 8 steps
1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C
2.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C
3.1: aluminum (III) chloride / dichloromethane / 0.83 h
3.2: 18 h
4.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 1.33 h / 0 - 20 °C
5.1: N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile) / 1,2-dichloro-ethane / 1.5 h / Reflux
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 10 °C
8.1: triethylamine; hydrogen / palladium 10% on activated carbon / ethyl acetate; N,N-dimethyl-formamide; ethanol / 16 h / 20 °C
With
N-Bromosuccinimide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; sodium hydride; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; 1,1'-azobis(1-cyanocyclohexanenitrile);
aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;