oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, -78 deg C, 45 min, 2.)CH2Cl2, 0 deg C, overnight; Yield given. Multistep reaction;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '472690', constants.ctx, '0')">toluene-4-sulfonic acid</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=80&deg;C;&nbsp;8&nbsp;h;&nbsp;&nbsp;Yield given;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: sodium hydride / mineral oil; tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 &deg;C / |Inert atmosphere; |Schlenk technique<br />1.2: 3 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br />2.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) NaH / 1.) THF, 24 h, 2.) THF, 2 d<br />2: TsOH / methanol / 8 h / 80 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1.1: sodium hydroxide; potassium permanganate / water / 16.5 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br />1.2: |Cooling; |Inert atmosphere; |Schlenk technique<br />2.1: sodium hydroxide; sodium tetrahydroborate / water / 16.5 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br />2.2: |Inert atmosphere; |Schlenk technique<br />3.1: acetyl chloride / 4 h / 65 &deg;C / |Inert atmosphere; |Schlenk technique<br />4.1: sodium hydride / mineral oil; tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 0 &deg;C / |Inert atmosphere; |Schlenk technique<br />4.2: 3 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br />5.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 &deg;C / |Inert atmosphere; |Schlenk technique<br /> <br /> &nbsp;