n-butyllithium 1.) THF, hexane, 20 min, 2.) 1.5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

2: 83 percent / conc. hydrochloric acid / 2 h 3: 46 percent / 3-chloroperbenzoic acid / CH2Cl2 / 12 h / Ambient temperature 4: 1.) diphenylphosphine, butyllithium, 2.) methyl iodide / CH2Cl2 / 12 h / Ambient temperature; 1.) THF, hexane, room temp., 7 h, 2.) 30 min 5: 90 percent / acetic acid / 6 h / 40 °C View Scheme

phenyllithium 1.) THF/diethyl ether, 20 min, 2.) -75 deg C, 15 min, -30 deg C, 30 min, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given;

n-butyllithium 1.) THF, hexane, 20 min, 2.) 1.5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

triphenylphosphine in acetonitrile 144 h; Heating / reflux;

in ethanol Substitution; Heating;

1: hydrogen bromide / water; toluene / 48 h / |Reflux 2: acetonitrile / 48 h / |Reflux; |Darkness; |Inert atmosphere View Scheme

1: BuLi 2: pyridinium chlorochromate View Scheme

n-butyllithium in tetrahydrofuran; hexane 3.5 h; Ambient temperature; Yields of byproduct given;