Multi-step reaction with 11 steps
1: 85 percent / HCl / 1.5 h / Heating
2: 63 percent / BCl3 / CH2Cl2 / 0.17 h / Ambient temperature
3: 81 percent / conc.HCl, H2 / platinum oxide / methanol
4: 71 percent / K2CO3 / acetone / 7 h / 70 °C
5: 96 percent / LiAlH4 / diethyl ether / 2 h / Heating
6: 94 percent / dimethylaniline / 5 h / 200 °C
7: 92 percent / K2CO3 / acetone / 50 h / Heating
8: NaH / dimethylformamide / 1.5 h / 60 °C
9: osmium tetraoxide, sodium metaperiodate / dioxane; ethyl acetate; H2O / 20 h / Ambient temperature
10: 65 percent / BuLi / hexane; tetrahydrofuran / 1.) reflux, 30 min, 2.) 0 deg C, 1 h; room temperature, 2 h
11: 90 percent / 10percent NaOH, Zn / H2O / 24 h / Heating
With
hydrogenchloride; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; hydrogen; boron trichloride; sodium hydride; potassium carbonate; 2,3-Dimethylaniline; zinc;
platinum(IV) oxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;