1: 63 percent / dimethylformamide / 48 h / Ambient temperature 2: 1) diisopropylamine, butyllithium / 1) THF, hexane, -80 deg C, 15 min, 2) 16h View Scheme

n-butyllithium; diisopropylamine 1) THF, hexane, -80 deg C, 15 min, 2) 16h; Yield given. Multistep reaction;

sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid in dichloromethane T=0°C; 14 h;

1: 97 percent / NaHCO3, m-ClC6H4CO3H / CH2Cl2 / 14 h / 0 °C 2: 77 percent / sodium hypobromit, 1N NaOH / ethanol / 15 h / Ambient temperature View Scheme

1: 97 percent / NaHCO3, m-ClC6H4CO3H / CH2Cl2 / 14 h / 0 °C 2: 77 percent / sodium hypobromit, 1N NaOH / ethanol / 15 h / Ambient temperature 3: 85 percent / sodium / ethanol / 0.75 h / Heating View Scheme