1.1: AlCl3, aluminium chloride / 1 h / 100 - 170 °C / |Inert atmosphere 2.1: potassium hexamethylsilazane / toluene / 0.33 h / |Inert atmosphere 2.2: 20 °C / |Inert atmosphere 3.1: palladium on activated charcoal; hydrogenchloride; hydrogen / ethanol / 24 h / 3750.38 Torr / |Autoclave View Scheme

aluminium trichloride T=90 - 180°C; Friedel-Crafts reaction; 2 h;

N-ethyl-N,N-diisopropylamine in dichloromethane T=20°C; 2 h; Cooling with iceInert atmosphere;

1: ammonium formate; palladium on activated charcoal / water; isopropyl alcohol / 20 °C / |Reflux 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / |Cooling with ice; |Inert atmosphere View Scheme