aluminium trichloride; sodium chloride T=150°C; 2 h;

1: 50 percent / AlCl3; NaCl / 2 h / 150 °C 2: 75 percent / Et3N / 1 h / 20 °C View Scheme

hydrogen; palladium on activated charcoal in ethanol T=20°C; P=750.06 Torr; 12 h;

1: 87 percent / K2CO3 / dimethylformamide / 12 h / 80 °C 2: 92 percent / Et3N; (dppf)PdCl2; dppf / dimethylformamide / 18 h / 80 °C / 750.06 Torr 3: KOH / methanol / 48 h / 60 °C 4: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr View Scheme

1: 92 percent / Et3N; (dppf)PdCl2; dppf / dimethylformamide / 18 h / 80 °C / 750.06 Torr 2: KOH / methanol / 48 h / 60 °C 3: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr View Scheme

1: KOH / methanol / 48 h / 60 °C 2: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr View Scheme