1.1: 92 percent / NaOMe / benzene / 3 h / 0 °C 2.1: 80 percent / aq. HCl / ethanol / 18 h / Heating 3.1: LDA / tetrahydrofuran; hexane / 0.5 h / -70 °C 3.2: 93 percent / tetrahydrofuran; hexane / 2 h / -70 °C 4.1: SOCl2; pyridine / 0.17 h / 0 °C 4.2: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 2 h / -70 °C 4.3: 0.19 g / tributyltinhydride; azobisisobutylnitrile / toluene / 0.17 h / Heating View Scheme

1: diisobutylaluminium hydride 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, '969212', constants.ctx, '0')">benzene</a> <br />22&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: NaH<br />2: NaH<br /> <br /> &nbsp;