1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / |Inert atmosphere 2: palladium 10 on activated carbon; hydrogen / methanol / 3 h / 20 °C / |Inert atmosphere 3: 1,1-dimethylnitroethane; trimethylsilylazide / acetonitrile / 2 h / 20 °C / |Inert atmosphere; |Cooling 4: FeBr2 / toluene / 16 h / 140 °C / |Schlenk technique; |Inert atmosphere View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4123663', constants.ctx, '0')">diisobutylaluminium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=20&deg;C;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: sodium hydride / N,N-dimethyl-formamide<br />2: diisobutylaluminium hydride / toluene / 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;