Multi-step reaction with 7 steps
1: 93 percent / H2, KOH / 10percent Pd-C / ethanol / 6 h / 7240.07 Torr
2: 93 percent / conc. HCl / 22 h / Ambient temperature
3: 91 percent / p-TsOH, CuSO4 / 17 h / Ambient temperature
4: 74 percent / NaOH / ethanol / 0.5 h / Ambient temperature
5: 1) BuLi / 1) hexane, THF, Et2O, -78 deg C, 20 min, 2a) THF, Et2O, -78 deg C, 45 min, 2b) to r.t.
6: 1) BuLi, 2) LiAlH4 / 1) hexane, THF, -78 deg C, 1 h, 2) THF, r.t., 22 h
7: 88 percent / p-TsOH, anhydr. CuSO4 / acetone / 16 h / Ambient temperature
With
hydrogenchloride; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; toluene-4-sulfonic acid; copper(II) sulfate;
palladium on activated charcoal;
In
ethanol; acetone;