Multi-step reaction with 8 steps
1: t-BuLi, I2 / diethyl ether; pentane / 1.) -25 deg C, 6 h, 2.) r.t., 2 h
2: 2 N aq. HCl / 12 h / Ambient temperature
3: 95 percent / Et3N / Pd(PPh3)2Cl2, CuI / benzene / 0.17 h / Ambient temperature
4: 90 percent / K2CO3 / methanol / 0.33 h / 0 °C
5: 82 percent / n-BuLi / tetrahydrofuran; hexane / -78 °C
6: 66 percent / i-Pr2NH / Pd(PPh3)2Cl2, CuI / benzene / 2.5 h / Ambient temperature
7: 85 percent / 45percent aq. NH4F, n-Bu4NHSO4 / CH2Cl2 / 1.5 h / 20 °C
8: 76 percent / Et3N / CH2Cl2 / 1.) r.t., 25 min, 2.) r.t., 5 min
With
hydrogenchloride; ammonium fluoride; n-butyllithium; iodine; tert.-butyl lithium; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; triethylamine; diisopropylamine;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; pentane; benzene;