Multi-step reaction with 9 steps
1: 1.) 1.5M n-BuLi / 1.) THF, hexane, -70 deg C, 2.) -70 -50 deg C, 3 h
2: 58 percent / LiCl / dimethylformamide / 5 h / Ambient temperature
3: 1.) Mg / 1.) THF, 2.) reflux, 2 h
4: pyridine / 12 h / 0 °C
5: NaI / dimethylformamide / 3.3 h / 50 °C
6: 1.) (i-Pr)2NLi / 1.) THF, hexane, 0 deg C, 5 min, 2.) 0 deg C, 12 h
7: 99.5 percent / LiAlH4 / diethyl ether / 0.75 h / Ambient temperature
8: (i-Pr)2NEt / CH2Cl2 / 1.) 0 deg C, 14 h, 2.) room temp., 24 h
9: p-TsOH*H2O / CH2Cl2 / 9.5 h / 0 °C
With
pyridine; lithium aluminium tetrahydride; n-butyllithium; toluene-4-sulfonic acid; magnesium; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium chloride; lithium diisopropyl amide;
In
diethyl ether; dichloromethane; N,N-dimethyl-formamide;