Multi-step reaction with 10 steps
1: 73.9 percent / NaI / butan-2-one / 1.5 h / Heating
2: 100 percent / H2 / 10 percent Pd-C / ethyl acetate / 2 h / Ambient temperature
3: trifluoroacetic acid / tetrahydrofuran; H2O / 40 h / Ambient temperature
4: Pb(OAc)4 / benzene / 0.25 h / Ambient temperature
5: 88.9 percent / 1,2-dichloro-ethane / 17 h / Heating
6: 90.4 percent / LiAlH4 / diethyl ether / 2 h / 0 °C
7: 76.2 percent / m-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C
8: 86.6 percent / H2, NaHCO3 / 10 percent Pd-C / ethanol / 5 h / Ambient temperature
9: 69.3 percent / DDQ / CH2Cl2 / 0.42 h / 16 °C
10: 72 percent / AlH3 / diethyl ether / 1 h / Ambient temperature
With
aluminium hydride; lead(IV) acetate; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; butanone; benzene;