in chlorobenzene T=115°C;

n-butyllithium Yield given. Multistep reaction;

n-butyllithium; tert.-butyl lithium Yield given. Multistep reaction. Yields of byproduct given;

1: bromine / acetic acid 2: copper diacetate; palladium diacetate; potassium carbonate / toluene / 24 h / Inert atmosphere; Reflux View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 95 percent / n-BuLi / tetrahydrofuran; hexane / a) 0 deg C, 75 min, b) RT, overnight<br />2: 84 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 96 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature<br />2: 84 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating<br /> <br /> &nbsp;