1: diisobutylaluminium hydride / toluene / 20 °C / |Inert atmosphere 2: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / |Inert atmosphere 3: palladium 10 on activated carbon; hydrogen / methanol / 3 h / 20 °C 4: 1,1-dimethylnitroethane; trimethylsilylazide / acetonitrile / 2 h / 20 °C / |Inert atmosphere; |Cooling 5: FeBr2 / toluene / 16 h / 140 °C / |Schlenk technique; |Inert atmosphere View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=0 - 20&deg;C;&nbsp;5&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: sodium hydride / N,N-dimethyl-formamide / 12 h / 0 - 20 &deg;C / |Inert atmosphere<br />2: sodium hydride / N,N-dimethyl-formamide / 5 h / 0 - 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: sulfuric acid / 3 h / 80 &deg;C / |Reflux; |Inert atmosphere<br />2: sodium hydride / N,N-dimethyl-formamide / 12 h / 0 - 20 &deg;C / |Inert atmosphere<br />3: sodium hydride / N,N-dimethyl-formamide / 5 h / 0 - 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;