1.1: butyllithium / tetrahydrofuran; hexane / -75 °C 1.2: tetrahydrofuran; hexane 2.1: 3.41 g / HCl / H2O / pH 1 View Scheme

n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) ether, hexane, -20 deg C, 1 h, 2.) 1 h; Yield given. Multistep reaction;

1: 1.) n-butyllithium, TMEDA / 1.) ether, hexane, -20 deg C, 1 h, 2.) 1 h 2: 1.) LDA / 1.) hexane, THF, 15 min, 2.) -78 deg C, 3 h 3: 62 percent / CH3CO2H / 6 h / Heating View Scheme

1: With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether; hexane T=-78°C; 1 h; 2: With boric acid trimethyl ester in diethyl ether; hexane T=-78 - 20°C; 3: With ammonium chloride in diethyl ether; hexane T=20°C; pH=6; Further stages.;

1: p-MOMOC6H4Cl With n-butyllithium in tetrahydrofuran; hexane T=0°C; 2 h; 2: boric acid trimethyl ester in tetrahydrofuran; hexane 1 h; 3: With water; ammonium chloride in tetrahydrofuran; hexane 1 h;

Multi-step reaction with 2 steps 1: 1.) n-butyllithium, TMEDA / 1.) ether, hexane, -20 deg C, 1 h, 2.) 1 h2: 1.) LDA / 1.) hexane, THF, 15 min, 2.) -78 deg C, 3 h