Multi-step reaction with 10 steps
1: 98 percent / pyridine / 3 h / Ambient temperature
2: 1percent HCl / methanol / 30 h / Ambient temperature
3: pyridine / 3 h / Ambient temperature
4: AcOH, conc. H2SO4 / Ambient temperature
5: 1.) HCl(g), AcCl, 2.) H2O / 1.) CH2Cl2, 0 deg C, 2.) CH3CN
6: 1.) SO2Cl2 / 1.) CH2Cl2, DMF, from -40 deg C to RT, 3.5 h, 2.) CH2Cl2, DMF, RT, 15 h
7: 65 percent / KHF2, 48percent aq. HF / various solvent(s) / 1 h / 160 °C
8: 100 percent / HBr, AcOH / CH2Cl2 / 20 h / Ambient temperature
9: 1.) HMDS, (NH4)2SO4 / 2.) dichloroethane, reflux, 36 h
10: 73 percent / Et3N, (Ph3P)2PdCl2, CuI / 4.5 h / 50 - 60 °C
With
pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; ammonium sulfate; copper(l) iodide; sulfuryl dichloride; potassium hydrogen bifluoride; sulfuric acid; hydrogen fluoride; water; hydrogen bromide; acetic acid; triethylamine; acetyl chloride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
methanol; dichloromethane;
DOI:10.1021/jm960098l