1: 85.4 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 2: 83.8 percent / p-toluenesulfonic acid / benzene / 8 h / Heating 3: 1.) BHBr2*SMe2, 2.) LAH, 3.) NaOMe, I2 4: 87 percent / aq. HCl / diethyl ether / 2.5 h / Ambient temperature View Scheme

pyridine; 4-(N,N-dimethlyamino)pyridine in dichloromethane T=0°C;

pyridine; 4-(N,N-dimethlyamino)pyridine Esterification;

Stage #1: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '8510151', constants.ctx, '0')">scandium tris(trifluoromethanesulfonate)</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=-78&deg;C;&nbsp;16&nbsp;h;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4123663', constants.ctx, '0')">diisobutylaluminium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=-78&deg;C;&nbsp;1&nbsp;h;&nbsp;&nbsp;Further stages.;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4371014', constants.ctx, '0')">ammonium chloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8973685', constants.ctx, '0')">zinc</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />1&nbsp;h;&nbsp;<br /> &nbsp;

&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a> <br />T=0 - 20&deg;C;&nbsp;1.5&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098293', constants.ctx, '0')">carbon disulfide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a> <br /> <br /> &nbsp;