Multi-step reaction with 10 steps
1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -78 deg C, 1.5 h
2: 1.) K2CO3, 2.) 50percent aq. NaOH / 1.) methylene chloride, 0 deg C, 1 h, 2.) 8 h
3: 1.) ozone, 2.) dimethyl sulfide / 1.) MeOH, -78 deg C, 1 h
4: 1,2-dichloro-benzene / 3 h / 115 °C
5: 96.5 percent / NaBH4 / ethanol / 0.33 h / 35 - 50 °C
6: triethylamine / dimethylformamide / 1 h / Ambient temperature
7: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 2.) -78 deg C, 20 min
8: 62 percent / tri-n-butylphosphine / acetonitrile / 7 h / Heating
9: 78 percent / lithium chloride, H2O / hexamethylphosphoric acid triamide / 2 h / 100 - 105 °C
With
sodium hydroxide; sodium tetrahydroborate; n-butyllithium; dimethylsulfide; tributylphosphine; water; potassium carbonate; ozone; triethylamine; lithium chloride;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetonitrile;