1: 97 percent / pyridine 2: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h 3: 1.) sodium hydride, 3.) aluminum chloride, lithium aluminum hydride / 1.) ether, 25 deg C, 1 h, 2.) 10 h, 3.) 0 deg C, 1 h View Scheme

1: 97 percent / pyridine 2: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h View Scheme

1: 97 percent / pyridine 2: 1.) sodium iodide, 2.) DBU / 1.) DMF, 50 deg C, 3.5 h, 2.) 80 deg C, 3.5 h 3: 1.) sodium hydride, 3.) aluminum chloride, lithium aluminum hydride / 1.) ether, 25 deg C, 1 h, 2.) 10 h, 3.) 0 deg C, 1 h View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a> <br />T=25&deg;C;&nbsp;3&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: 1.) p-CH₃C₆H₄SO₃H, 2.) LAH / 1.) C₆H₆ <br />2: 86 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 0.75 h / 25 &deg;C<br />3: 1.) sodium hydride / 1.) ether, 25 deg C, 45 min, 2.) 3 h<br />4: 98 percent / hydrogen / 5percent Pd-C / methanol / 12 h / 25 &deg;C<br />5: 93 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 &deg;C<br />6: 86 percent / hydrochloric acid / diethyl ether / 3 h / 25 &deg;C<br /> <br /> &nbsp;