1: With polystyrene-based selenenyl bromide resin in dichloromethane T=0 - 25°C; 0.333333 h; 2: With dihydrogen peroxide in tetrahydrofuran T=25°C; 0.333333 h; Further stages.;

<b>Multi-step reaction with 4 steps<br /> </b>1: sodium tetrahydroborate / ethanol; dichloromethane / 1 h / 20 &deg;C<br />2: hydrogen; Lindlar's catalyst / methanol / 20 &deg;C<br />3: manganese(IV) oxide / toluene / 3 h / 20 &deg;C<br />4: <i>N</i>,<i>N</i>-dimethyl-aniline / 1.5 h / |Heating<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '472792', constants.ctx, '0')">vanillin</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '8128150', constants.ctx, '0')">sodium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />0.0833333&nbsp;h;&nbsp;&nbsp;Cooling with ice;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '741873', constants.ctx, '0')">prenyl bromide</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=0 - 20&deg;C;&nbsp;pH=10;&nbsp;2&nbsp;h;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: copper(l) iodide; potassium iodide; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 65 &deg;C<br />2: sodium tetrahydroborate / ethanol; dichloromethane / 1 h / 20 &deg;C<br />3: hydrogen; Lindlar's catalyst / methanol / 20 &deg;C<br />4: manganese(IV) oxide / toluene / 3 h / 20 &deg;C<br />5: <i>N</i>,<i>N</i>-dimethyl-aniline / 1.5 h / |Heating<br /> <br /> &nbsp;