magnesium in diethyl ether; benzene 0.333333 h; Heating;

1: zinc / acetic acid / 2 h / Heating 2: 80percent hydrazine, NaOH / various solvent(s) / 2 h / Heating View Scheme

1: NaOH / ethanol / 1 h / Ambient temperature 2: zinc / acetic acid / 2 h / Heating 3: 80percent hydrazine, NaOH / various solvent(s) / 2 h / Heating View Scheme

1.1: ammonia; lithium / acetone / 1 h / -78 °C / |Inert atmosphere 1.2: 1 h / |Inert atmosphere 2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 4 h / 100 °C / |Inert atmosphere View Scheme

1: 1,5-dibromo-pentane With magnesium 2: 9,10-dihydro-9-oxoanthracene