1: 82 percent / H2 / Pd/C / ethanol / 4 h 2: 92 percent / LiAlH4 / diethyl ether / 2 h / 0 °C View Scheme

hydrogen; palladium on activated charcoal in ethanol 4 h;

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=20&deg;C;&nbsp;1&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '607374', constants.ctx, '0')">3,4-dihydronaphthalene-1(2H)-one</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=70&deg;C;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: Zn; I₂ / benzene / 2.5 h / Heating<br />2: aq. HCl / tetrahydrofuran / 2 h / 20 &deg;C<br /> <br /> &nbsp;