1: Et3N / tetrahydrofuran; toluene / 0.33 h / 0 °C 2: 1.) t-BuOK / 1.) THF, 0 deg C, 2.) THF, toluene, 0 deg C, 1 h 3: 14 percent / NaH / methanol / 14 h / Ambient temperature 4: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '506007', constants.ctx, '0')">acetic acid</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, '1718733', constants.ctx, '0')">ethanol</a> <br />T=60&deg;C;&nbsp;4&nbsp;h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11378922', constants.ctx, '0')">palladium on activated charcoal</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209237', constants.ctx, '0')">ethylene glycol dimethyl ether</a> <br />T=100&deg;C;&nbsp;48&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 70 percent / N-iodosuccinimide; AcOH / 12 &deg;C<br />2: 90 percent / K₂CO₃ / Pd/C / 1,2-dimethoxy-ethane / 48 h / 100 &deg;C<br /> <br /> &nbsp;