Multi-step reaction with 10 steps
1: p-TsOH*H2O / 2 h / Ambient temperature
2: n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 30 min, 2.) r.t., 70 min
3: p-TsOH*H2O / methanol / 1 h / Ambient temperature
4: 99 percent / pyridine / 3.5 h / Ambient temperature
5: 73 percent / dichloromaleic anhydride / 200 °C
6: 99 percent / 2 M KOH / ethanol / 19 h / Heating
7: 72 percent / CBr4, PPh3 / CH2Cl2 / 6 h / Ambient temperature
8: 66 percent / n-BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) -60 deg C, 30 min, 2.) r.t., 16 h
9: 99 percent / H2, quinoline / 5percent Pd/CaCO3 / cyclohexane / 0.32 h / 750.06 Torr
10: 66 percent / AlI3, cyclohexene / CS2 / Heating
With
pyridine; quinoline; potassium hydroxide; aluminium(III) iodide; n-butyllithium; dichloromaleic acid anhydride; carbon tetrabromide; hydrogen; toluene-4-sulfonic acid; triphenylphosphine; cyclohexene;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; dichloromethane; cyclohexane;