1: 86 percent / boron tribromide / CH2Cl2 / 2 h / Ambient temperature 2: triethylamine / tetrahydrofuran; CCl4 / 2 h / Ambient temperature 3: 25 percent / sodium metal / liquid ammonia View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587189', constants.ctx, '0')">hydrogen</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11378922', constants.ctx, '0')">palladium on activated charcoal</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />20&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 52 percent / lithium aluminium hydride / tetrahydrofuran<br />2: 72 percent / H₂ / 5 percent palladised charcoal / methanol / 20 h<br /> <br /> &nbsp;