Multi-step reaction with 8 steps
1.1: copper(I) bromide; potassium fluoride / N,N-dimethyl-formamide / 13.5 h / -5 - 20 °C / Inert atmosphere
1.2: 14 h / 75 °C / Inert atmosphere
2.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -10 °C
3.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -40 - -33 °C
3.2: 17 h / -35 - 20 °C
4.1: sulfuric acid / Reflux
5.1: N,N-dimethyl-formamide / 2 h / 20 °C
6.1: sodium hydroxide; water / methanol / 20 °C
7.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.17 h / Reflux
8.1: triethylamine / dichloromethane / 16 h / 20 °C
With
potassium fluoride; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; water; isopropylmagnesium chloride; triethylamine; copper(I) bromide; sodium hydroxide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;