1: 95 percent / K2CO3 / dimethylformamide / 4 h / 90 °C 2: 90 percent / 2N aq. NaOH / ethanol / Ambient temperature; overnight 3: PCl5 / 1,2-dichloro-ethane / 0.5 h / 60 °C 4: SnCl2 / 1,2-dichloro-ethane / 2 h / -10 °C 5: 85 percent / NaBH4 / ethanol / 1 h / Ambient temperature 6: pyrene, 0.1M tetrabutylammonium perchlorate / dimethylformamide / 0.5 h / cathode-mercury electrode, anode-graphite electrode; separation by membrane, ref. electrode-Ag/0.1M AgNO3, appl. pot.=-2.52 V View Scheme

1: 95 percent / K2CO3 / dimethylformamide / 4 h / 90 °C 2: 90 percent / 2N aq. NaOH / ethanol / Ambient temperature; overnight 3: PCl5 / 1,2-dichloro-ethane / 0.5 h / 60 °C 4: SnCl2 / 1,2-dichloro-ethane / 2 h / -10 °C 5: 85 percent / NaBH4 / ethanol / 1 h / Ambient temperature 6: pyrene, 0.1M tetrabutylammonium perchlorate / dimethylformamide / 0.5 h / cathode-mercury electrode, anode-graphite electrode; separation by membrane, ref. electrode-Ag/0.1M AgNO3, appl. pot.=-2.52 V 7: SnCl2*2H2O, 12 N HCl / acetic acid / 2 h / 65 °C View Scheme

sodium bis(2-methoxyethoxy)aluminium dihydride in toluene 24 h; Heating;