Multi-step reaction with 12 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h
2.1: n-butyllithium / tetrahydrofuran; hexane / 1.75 h / -70 °C / Inert atmosphere
2.2: 0.5 h / 20 °C
3.1: hydrogenchloride; water / tetrahydrofuran; hexane / 16 h / 60 °C
4.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C
6.1: Amberlyst-15 / hexane / 3 h / Reflux
7.1: magnesium / tetrahydrofuran / 1.5 h / 20 °C
7.2: 1 h / 0 °C
7.3: 16 h / 20 °C
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1.5 h / 20 °C
9.1: sodium chlorite; 2-methyl-but-2-ene; citric acid / water; acetonitrile / 1 h / 20 °C
10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C
11.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 1 h / 20 °C
12.1: oxalyl dichloride / N,N-dimethyl-formamide / toluene / 22 h / 20 °C
With
hydrogenchloride; sodium chlorite; N-Bromosuccinimide; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; lithium hydroxide monohydrate; water; potassium carbonate; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; citric acid;
N,N-dimethyl-formamide;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;