Multi-step reaction with 8 steps
1: 1) LDA / 1) THF, hexane, -78 deg C, 10 min, 2) a) -78 deg C, 2 h, b) -20 deg C, 2 h, c) to r.t., 2 h
2: 85 percent / H2 / Pd/C / ethanol / 4 h
3: 92 percent / LiAlH4 / diethyl ether / 2 h / 0 °C
4: 89 percent / pyridine, PBr3 / benzene / 6 h / Ambient temperature
5: 98 percent / acetonitrile / 40 h / Heating
6: 1) n-BuLi / 1) THF, hexane, -20 deg C, 1 h, 2) 0 deg C, 2 h
7: 855 percent / 6.7percent NaOH / ethanol / 4 h / Heating
8: 41 percent / I2, KI, NaHCO3 / tetrahydrofuran; H2O / 3 h / Ambient temperature
With
pyridine; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; iodine; phosphorus tribromide; sodium hydrogencarbonate; potassium iodide; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; water; acetonitrile; benzene;