1: 4-methyl-benzaldehyde With n-butyllithium; N,N,N'-trimethyl-ethylenediamine in tetrahydrofuran; hexane T=-20°C; 0.75 h; Inert atmosphere; 2: With n-butyllithium in tetrahydrofuran; hexane T=-20 - 30°C; 1.83333 h; Inert atmosphere; 3: N,N-dimethyl-formamide Further stages;

hydrazine in ethanol T=0 - 23°C; 3 h;

aluminium trichloride T=170 - 200°C;

1.1: n-butyllithium / tetrahydrofuran / -78 - -40 °C 1.2: 1 h / -78 °C 2.1: water / acetone / 1 h 3.1: hydrazine / ethanol / 3 h / 0 - 23 °C View Scheme