1: With n-butyllithium in tetrahydrofuran; hexane T=-30 - 0°C; 5 h; 2: With 1,1-dibromo ethane in tetrahydrofuran; hexane T=-78 - 20°C; 1 h; Further stages.;

in pyridine T=10°C; 1 h;

1.1: TEA / CH2Cl2 / 1 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 5 h / -30 - 0 °C 2.2: 81 percent / dibromoethane / tetrahydrofuran; hexane / 1 h / -78 - 20 °C View Scheme

1.1: TEA / CH2Cl2 / 1 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 5 h / -30 - 0 °C 2.2: 81 percent / dibromoethane / tetrahydrofuran; hexane / 1 h / -78 - 20 °C View Scheme

1: 95 percent / KOH / methanol / 4 h / Heating 2: 90 percent / t-BuONa; 1,1'-bis(diphenylphosphino)ferrocine / Pd2(dba)3 / toluene / 17 h / 100 °C 3: 31 percent / Na2CO3 / Pd(OAc)2 / dimethylformamide / 67 h / Heating View Scheme

potassium hydroxide in methanol Hydrolysis; 4 h; Heating;