1: CH2Cl2 / 4 h 2: 82 percent / (NH4)2Ce(NO3)6 / acetonitrile; H2O; CH2Cl2 / 0.67 h / 20 °C View Scheme

1: 86 percent / Et3N; DMAP / CH2Cl2 / 4 h / 0 - 20 °C 2: 62 percent / H2 / 10 percent Pd/C / ethyl acetate / 24 h View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4123663', constants.ctx, '0')">diisobutylaluminium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=0 - 20&deg;C;&nbsp;Hydrogenation;&nbsp;22&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 92 percent / TsOH / benzene / 12 h / Heating<br />2: 80 percent / DIBAL-H / hexane; CH₂Cl₂ / 22 h / 0 - 20 &deg;C<br /> <br /> &nbsp;