Multi-step reaction with 7 steps
1: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) 0 deg C, 6 h
2: 75 percent / sodium hydride / dimethylformamide / 6 h / 0 °C
3: 650 mg / bromotrimethylsilane / 3 h / Ambient temperature
4: 71 percent / tetraethylammonium bromide, molecular sieves 4 Angstroem / CH2Cl2; dimethylformamide / Ambient temperature
5: 1.) tris-(triphenylphosphine)-rodium(I) chloride, 2.) mercury(II) oxide, mercury(II) chloride / 1.) ethanol-benzene-water, reflux, 24 h, 2.) acetone-water, room temp., 16 h
6: 87 percent / pyridine / 16 h / Ambient temperature
7: 87 percent / HCl, hydrogen / Pd/C / ethanol / 16 h / 3000.2 Torr
With
hydrogenchloride; Wilkinson's catalyst; trimethylsilyl bromide; 4 A molecular sieve; tetraethylammonium bromide; hydrogen; sodium hydride; mercury dichloride; mercury(II) oxide;
palladium on activated charcoal;
In
pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;