1: 52 percent / Br2, HCl / aq. NaOH / 20 °C 2: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) 1.5 h View Scheme

1: 80 percent / Ethylisopropylamine / CH2Cl2 / 4 h / Ambient temperature 2: 1.) 1.55M n-BuLi / 1.) ether, hexane, -78 deg C, 1.5 h, 2.) ether, hexane, 25 deg C, 2.5 h View Scheme

1: 80 percent / Ethylisopropylamine / CH2Cl2 / 4 h / Ambient temperature 2: 1.) 1.55M n-BuLi / 1.) ether, hexane, -78 deg C, 1.5 h, 2.) ether, hexane, 25 deg C, 2.5 h View Scheme

1: 85 percent / HCl / 0.43 h 2: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) 1.5 h View Scheme

sodium hydride 1.) DMF, 25 deg C, 1 h; 2.) 1.5 h; Yield given. Multistep reaction;

n-butyllithium 1.) ether, hexane, -78 deg C, 1.5 h, 2.) ether, hexane, 25 deg C, 2.5 h; Yield given. Multistep reaction. Yields of byproduct given;

1: 79 percent / NiCl2*6H2O, triphenylphosphine, Zn / dimethylformamide / 0.42 h / 60 °C 2: 22 percent / 1.) 1.5 M BuLi; 2.) 2-(phenylsulfonyl)-3-phenyloxaziridine / 1.) Et2O, -50 deg C, hexan, 2h; 2.) -20 deg C, THF, 75 min 3: 75 percent / 2N HCl / methanol / 1 h / Heating View Scheme