1: 10 percent aq. NaOH / methanol / 18 h / 20 °C 2: 87 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr View Scheme

trifluoroacetic acid in dichloromethane

<b>Multi-step reaction with 3 steps<br /> </b>1: CH₂Cl₂ / 4 h / 10 - 20 &deg;C<br />2: 97 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 &deg;C<br />3: 69 percent / diethyl ether / 3 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -10 &deg;C<br />2: CH₂Cl₂ / 4 h / 10 - 20 &deg;C<br />3: 97 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 &deg;C<br />4: 69 percent / diethyl ether / 3 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: NaBr; 4-acetamido-2,2,6,6-tetramethylpiperidine-1-yloxy; aq. NaOCl / NaHCO₃ / toluene; ethyl acetate / 1.25 h / -5 - 0 &deg;C<br />2: tetrahydrofuran / 1 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: DIBAL-H / toluene / -78 &deg;C<br />2: toluene / Ambient temperature<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a> <br />&nbsp;1.) THF, 30 min, 2.) THF, 1.5 h;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;