1: 100 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 4 h / 20 °C 2: 97 percent / lithium aluminum hydride / tetrahydrofuran / 2.5 h / 0 °C 3: 93 percent / Dess-Martin periodinane / CH2Cl2; H2O / 1 h / 20 °C View Scheme

&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=0 - 20&deg;C;&nbsp;20&nbsp;h;&nbsp;<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '1343714', constants.ctx, '0')">diethoxyphosphoryl-acetic acid ethyl ester</a> <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 />T=0&deg;C;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '2042374', constants.ctx, '0')">3,5-dimethoxybenzaldehdye</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=0&deg;C;&nbsp;Horner-Emmons reaction;&nbsp;&nbsp;Further stages.;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1698872', constants.ctx, '0')">tributyl-amine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3602276', constants.ctx, '0')">palladium diacetate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '8193445', constants.ctx, '0')">xylene</a> <br />T=120&deg;C;&nbsp;2&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: thionyl chloride, DMF / toluene / 60 - 70 &deg;C<br />2: 84 percent / tri-n-butylamine, palladium acetate / xylene / 2 h / 120 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: piperidine / pyridine<br />2: H₂SO₄ <br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: (S)-N-(E)-3',4',5'-trimethoxy-3-phenylprop-2-enoicserinecyclohexylamide / N,N-dimethyl-formamide / 1 h / |Reflux<br />2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 &deg;C<br />3: dipyridinium dichromate / dichloromethane / 5 h / 20 &deg;C<br />4: sodium hydride / mineral oil / 1 h / 0 - 20 &deg;C<br /> <br /> &nbsp;