Multi-step reaction with 10 steps
1.1: sodium hydroxide / water / 0.25 h / 20 °C
1.2: 24 h / 80 °C
1.3: 0.5 h
2.1: sulfuric acid / 4 h / Heating; Reflux
3.1: pyridine / 3 h / 5 °C
4.1: hydrogen; N-ethyl-N,N-diisopropylamine / palladium 10% on activated carbon / ethyl acetate; water
5.1: N-chloro-succinimide; acetic acid / water / 20 - 70 °C
6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 70 °C
7.1: dmap / tetrahydrofuran / 60 °C
8.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 1 h / Reflux
9.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
10.1: dichloromethane / 4 h / 20 °C
With
pyridine; dmap; N-chloro-succinimide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; water; hydrogen; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;