hydrogen; palladium on activated charcoal in methanol Yield given;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342938', constants.ctx, '0')">lithium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=0&deg;C;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: H₂ / 10percent Pd/C / methanol<br />2: NaOH, H₂O, EDCI / tetrahydrofuran / Ambient temperature<br />3: DEAD, Ph₃P / tetrahydrofuran / Ambient temperature<br />4: 100 percent / LiOH, H₂O / tetrahydrofuran; methanol / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 &deg;C<br />2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 0 &deg;C / Inert atmosphere<br />3.1: lithium hydroxide hydrate / tetrahydrofuran; methanol; water / 18 h / 20 &deg;C<br />3.2: pH 2.5<br /> <br /> &nbsp;