Multi-step reaction with 7 steps
1.1: ammonium chloride; iron / ethanol; water / 5.5 h / 70 °C
2.1: pyridine / 1,2-dichloro-ethane / 20 h / 80 °C
3.1: sec.-butyllithium / tetrahydrofuran / 1 h / -78 °C
3.2: 20 °C
4.1: potassium hydroxide; water / ethanol; tetrahydrofuran / 48 h / 60 °C
5.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h / 20 °C
6.1: hydrogenchloride / dichloromethane; tetrahydrofuran / 18 h / 25 °C
7.1: potassium carbonate / methanol; acetonitrile / 1 h / 25 °C
With
pyridine; hydrogenchloride; water; sec.-butyllithium; iron; potassium carbonate; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/ml300449k