1: With 4-(N,N-dimethlyamino)pyridine; triethylamine in ethyl acetate T=20°C; 4 h; 2: With hydrogen; palladium on activated charcoal in methanol; ethyl acetate 48 h; Further stages.;

4-(N,N-dimethlyamino)pyridine; triethylamine; palladium on charcoal in methanol; dichloromethane; ethyl acetate

1: 100 percent / DMAP / CH2Cl2 / 6 h / 20 °C 2: 71 percent / H2 / 10 percent Pd/C / methanol / 48 h / 20 °C / 760 Torr View Scheme

1: 93 percent / DMAP / CH2Cl2 / 1 h / 23 °C 2: 74 percent / H2 / 10percent Pd-C / methanol / 4 h / 2585.7 Torr 3: 80 percent / aq. K2CO3 / methanol / 12 h / 23 °C View Scheme

1: 91 percent / H2 / Pd/C / ethyl acetate / 3.5 h / 760 Torr / Ambient temperature 2: 79 percent / pyridinium p-toluenesulfonate / benzene / 90 °C 3: LiOH / methanol; H2O / 1 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in ethyl acetate 56 h;

palladium on charcoal in ethyl acetate

1.1: 96 percent / triethylamine / tetrahydrofuran 2.1: 2.58 g / H2 / Pd/C / ethyl acetate / 20 h 3.1: trimethylsilyl chloride / diethyl ether / 1 h / 20 °C 3.2: 62 percent / tert-butylmagnesium chloride / diethyl ether / 3 h / 20 °C View Scheme

1.1: 96 percent / triethylamine / tetrahydrofuran 2.1: 2.58 g / H2 / Pd/C / ethyl acetate / 20 h 3.1: trimethylsilyl chloride / diethyl ether / 1 h / 20 °C 3.2: 62 percent / tert-butylmagnesium chloride / diethyl ether / 3 h / 20 °C 4.1: 87 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / 20 °C View Scheme