1: 72 percent / diphenyldisulfide / cyclohexane / 1.83 h / Irradiation 2: 99 percent / 2N KOH / ethanol / 0.5 h / Heating 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, '11378932', constants.ctx, '0')">Pd-BaSO₄</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '107477', constants.ctx, '0')">quinoline</a> <br />P=750.06&nbsp;Torr;&nbsp;0.666667&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: p-toluenesulfonic acid monohydrate / 0.67 h / Ambient temperature<br />2: 1.) 1.55M nBuLi / 1.) THF, hexane, -78 deg C, 5 min; -30 deg C, 5 min, 2.) THF, hexane, -78 deg C, 15 min; r.t., 20 min<br />3: p-toluenesulfonic acid monohydrate / methanol / 0.08 h / Heating<br />4: 99 percent / H₂ / 5percent Pd/BaSO₄ / pyridine; quinoline / 0.67 h / 750.06 Torr<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) 1.55M nBuLi / 1.) THF, hexane, -78 deg C, 5 min; -30 deg C, 5 min, 2.) THF, hexane, -78 deg C, 15 min; r.t., 20 min<br />2: p-toluenesulfonic acid monohydrate / methanol / 0.08 h / Heating<br />3: 99 percent / H₂ / 5percent Pd/BaSO₄ / pyridine; quinoline / 0.67 h / 750.06 Torr<br /> <br /> &nbsp;