dichloro-acetic acid in dichloromethane 0.166667 h;

1: 1.) hexamethylphosphoramide (HMPA), n-butyllithium / 1.) THF, hexane, -78 deg C, 1 h, 2.) 90 min 2: 69 percent / dichloroacetic acid / CH2Cl2 / 0.17 h View Scheme

1: 67 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature 2: 90 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H2O / 0.08 h / 0 °C 3: 78 percent / sodium borohydride / ethanol; H2O / 0.5 h / Ambient temperature 4: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran View Scheme

1: 67 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature 2: 90 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H2O / 0.08 h / 0 °C 3: 59 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.12 h View Scheme