Multi-step reaction with 5 steps
1: 86 percent / (NH4)2SO4 / 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h
2: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 25 deg C, 24 h, 2.) ether, hexane, -40 deg C, 1 h
3: 83 percent / (NH4)2SO4 / 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h
4: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 0 deg C, 40 min, 2.) ether, hexane, -40 deg C, 1 h
5: 1.) 1,1'-carbonyldiimidazole / 1.) THF, 25 deg C, 20 h, 2.) THF, 25 deg C, 20 h
With
ammonium sulfate; n-butyllithium; hexachloroethane; 1,1'-carbonyldiimidazole;
DOI:10.1021/ja00195a044