sodium hydroxide in methanol; water Hydrolysis; decarboxylation; 6 h; Heating;

palladium on activated charcoal in various solvent(s) 0.5 h; Heating;

1.1: 100 percent / N-bromosuccinimide / acetonitrile / 12 h / 20 °C 2.1: 87 percent / N-bromosuccinimide; AIBN / CCl4 / 2 h / Heating 3.1: 93 percent / dimethylformamide / 2 h / 90 °C 4.1: tri-o-tolylphosphane; triethylamine / [Pd(PPh3)2]Cl2 / toluene / 16 h / 165 °C 5.1: Mg / methanol / 6 h / 0 °C 5.2: 96 percent / KOH / methanol; H2O / 24 h / 130 °C 6.1: 98 percent / conc. H2SO4 / 5 h / Heating 7.1: 89 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C 8.1: 79 percent / BrCCl3; DBU / CH2Cl2 / 12 h / 20 °C 9.1: 87 percent / NaOH / methanol; H2O / 6 h / Heating View Scheme

1.1: 87 percent / N-bromosuccinimide; AIBN / CCl4 / 2 h / Heating 2.1: 93 percent / dimethylformamide / 2 h / 90 °C 3.1: tri-o-tolylphosphane; triethylamine / [Pd(PPh3)2]Cl2 / toluene / 16 h / 165 °C 4.1: Mg / methanol / 6 h / 0 °C 4.2: 96 percent / KOH / methanol; H2O / 24 h / 130 °C 5.1: 98 percent / conc. H2SO4 / 5 h / Heating 6.1: 89 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C 7.1: 79 percent / BrCCl3; DBU / CH2Cl2 / 12 h / 20 °C 8.1: 87 percent / NaOH / methanol; H2O / 6 h / Heating View Scheme

1: 98 percent / conc. H2SO4 / 5 h / Heating 2: 89 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C 3: 79 percent / BrCCl3; DBU / CH2Cl2 / 12 h / 20 °C 4: 87 percent / NaOH / methanol; H2O / 6 h / Heating View Scheme

1: 89 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C 2: 79 percent / BrCCl3; DBU / CH2Cl2 / 12 h / 20 °C 3: 87 percent / NaOH / methanol; H2O / 6 h / Heating View Scheme