Multi-step reaction with 8 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
2.1: dmap / dichloromethane / 20 °C
3.1: 2,2,6,6-tetramethyl-piperidine; N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C
3.2: 3 h / -78 - 20 °C
4.1: boron tribromide / dichloromethane / 4 h / -78 - -10 °C
5.1: nitric acid; tetrabutylammomium bromide / water; 1,2-dichloro-ethane / 20 h / 20 - 25 °C
6.1: potassium carbonate; potassium iodide / acetone / 4 h / Reflux
7.1: water; sodium dithionite / tetrahydrofuran / 16 h / 0 - 20 °C
8.1: dmap / N,N-dimethyl-formamide
With
2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; sodium dithionite; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; tetrabutylammomium bromide; water; nitric acid; boron tribromide; potassium carbonate; potassium iodide;
N,N-dimethyl-formamide;
In
tetrahydrofuran; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;