hydrogen; palladium on activated charcoal in ethanol P=1551.4 Torr; 1 h;

1: 63 percent / AlCl3 / CH2Cl2 / 22 h / Ambient temperature 2: 87 percent / K2CO3 / acetone / 18 h / Heating 3: 54 percent / 1 h / 200 °C 4: 100 percent / H2 / 5percent Pd/C / ethanol / 1 h / 1551.4 Torr View Scheme

1: 1) BCl3, 2) AlCl3 / 1) CH2Cl2, -50 deg C, 30 min, 2a) -50 deg C, 1h, b) rt, 18 h, c)40 deg C, 3 h 2: 63 percent / AlCl3 / CH2Cl2 / 22 h / Ambient temperature 3: 87 percent / K2CO3 / acetone / 18 h / Heating 4: 54 percent / 1 h / 200 °C 5: 100 percent / H2 / 5percent Pd/C / ethanol / 1 h / 1551.4 Torr View Scheme

1: 87 percent / K2CO3 / acetone / 18 h / Heating 2: 54 percent / 1 h / 200 °C 3: 100 percent / H2 / 5percent Pd/C / ethanol / 1 h / 1551.4 Torr View Scheme

1: 54 percent / 1 h / 200 °C 2: 100 percent / H2 / 5percent Pd/C / ethanol / 1 h / 1551.4 Torr View Scheme