sulfuric acid; acetic acid

1: triethylamine / 2 - 20 °C 2: toluene-4-sulfonic acid / benzene / 4 h / Reflux 3: sodium hydroxide / methanol; water / 5 h / Reflux 4: 3 h / 210 - 220 °C / Inert atmosphere View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '385838', constants.ctx, '0')">ethyl acetoacetate</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3593646', constants.ctx, '0')">sodium ethanolate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />T=20&deg;C;&nbsp;0.166667&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '507389', constants.ctx, '0')">4-Methylbenzyl bromide</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />15&nbsp;h;&nbsp;&nbsp;Reflux;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br /> <br /> &nbsp;