Multi-step reaction with 11 steps
2: 95 percent / H2SO4 / 16 h / Heating
3: 100 percent / LiAlH4 / diethyl ether / 3 h / 25 °C
4: 100 percent / pyridine / toluene / 3 h / Heating
5: 90 percent / CrO3 / acetic acid; H2O / 1.5 h
6: 91 percent / H2SO4 / 12 h / 25 °C
7: 77 percent / H2 / 10percent Pd/C / ethyl acetate / 2 h
8: 100 percent / pyridinium chlorochromate, NaOAc / CH2Cl2 / 3 h
9: 1) BuLi 2) HMPA / 1) THF, -78 deg C, 0.5 h, 2) THF, -78 deg C, 2 h
10: 100 percent / LiAlH4 / tetrahydrofuran / 0.17 h / 25 °C
11: 100 percent / 1percent aq. FeCl3 / benzene / 0.25 h
With
pyridine; chromium(VI) oxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; sodium acetate; iron(III) chloride; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; ethyl acetate; toluene; benzene;