Multi-step reaction with 5 steps
1: 80 percent / sodium carbonate / CH2Cl2 / 3 h / Ambient temperature
2: 80 percent / tetramethylethylenediamine (TMEDA), n-BuLi / tetrahydrofuran; hexane / 1.) -30 deg C, 10 min, 2.) r.t., 10 min
3: 95 percent / tetramethylethylenediamine (TMEDA), n-BuLi / tetrahydrofuran; hexane / 1.) -30 deg C, 1 h, 2.) 0 deg C, 4 h
4: 86 percent / tetra-n-butylammonium hydroxide / 1.) benzene, water, reflux., 2.) dimethylformamide, r.t.
5: 1.) O3, 2.) dimethyl sulfide / 1.) dichloromethane, -78 deg C, 2.) dichloromethane, r.t., 24 h
With
n-butyllithium; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; tetra(n-butyl)ammonium hydroxide; sodium carbonate; ozone;
In
tetrahydrofuran; hexane; dichloromethane;