hydrogen; platinum(IV) oxide in methanol T=23°C; 5 h;

1: 74.5 percent / phosphorus oxychloride, pyridine / 2 h / 100 °C 2: hydrogen / PtO2 / methanol / 5 h / 23 °C View Scheme

1: 96 percent / trifluoroacetic acid / 24 h / Heating 2: 100 percent / BCl3 / CH2Cl2 / 18 h / 0 °C 3: 84 percent / K2CO3 / dimethylformamide / 5 h / 70 °C 4: 87 percent / Rh(PPh3)3Cl / toluene / 48 h / Heating 5: 100 percent / hydrogen / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature View Scheme