Multi-step reaction with 7 steps
1: 86 percent / HCl (gas) / CHCl3 / 1.) 1 h, 2.) -20 deg C, 10 min, 3.) room temperature, 1 h
2: 1.) n-butyllithium / 1.) THF, -78 deg C, hexane, 1 h, 2.) overnight, room temperature, 3.) ether
3: 58 percent / CuO, CuCl2 / acetone; H2O / 3.5 h / Heating
4: toluene / 18 h / 80 °C
5: 1.) lithium di-isopropylamide / 1.) -78 deg C, 25 min, THF, 2.) overnight, room temperature
6: hydrogen, aq. HCl / Pd-C / dimethylformamide / 3.5 h / Ambient temperature
7: TFA, anisole / 16 h / Ambient temperature
With
hydrogenchloride; n-butyllithium; hydrogen; methoxybenzene; trifluoroacetic acid; copper(II) oxide; copper dichloride; lithium diisopropyl amide;
palladium on activated charcoal;
In
chloroform; water; N,N-dimethyl-formamide; acetone; toluene;