Multi-step reaction with 10 steps
2: lithium aluminium hydride / tetrahydrofuran / 5 h / 0 °C
3: 87 percent / pyridine / 3 h / 0 °C
4: 99 percent / sodium iodide / acetone / 47 h
5: 1) sodamide / 1) THF, -33 deg C, 30 min, 2) THF, -33 deg C, 1 h
6: sodium, ethanol / 0.5 h / -78 °C
7: 98 percent / 1,2-dichloro-benzene / 13 h / Heating
8: 82 percent / pyridinium toluene-p-sulphonate, MeOH / 2 h / Heating
9: 92 percent / pyridine, 4-(dimethylamino)pyridine / CH2Cl2 / 2 h
10: 97 percent / pyridinium chlorochromate, florisil / CH2Cl2 / 2 h / Ambient temperature
With
pyridine; methanol; dmap; florisil; lithium aluminium tetrahydride; ethanol; sodium; pyridinium p-toluenesulfonate; sodium amide; pyridinium chlorochromate; sodium iodide;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-benzene; acetone;