Multi-step reaction with 4 steps
1.1: 91 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C
2.1: BuLi / tetrahydrofuran; hexane / 2 h / -75 °C
2.2: 84 percent / tetrahydrofuran; hexane / 0.75 h / -75 °C
3.1: sec-BuLi; N,N,N',N'',N''-pentamethylethylenetriamine / tetrahydrofuran; cyclohexane / 2 h / -75 °C
3.2: 64 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; cyclohexane
4.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 2 h / -75 °C
4.2: tetrahydrofuran; hexane
4.3: 65 percent / aq. HCl / pH 1
With
2,2,6,6-tetramethyl-piperidine; n-butyllithium; N,N,N',N'',N''-pentamethylethylenetriamine; sec.-butyllithium; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; cyclohexane;
DOI:10.1055/s-2004-829110