palladium on activated charcoal; hydrogen in methanol 0.5 h;

1: acetic acid; palladium 10 on activated carbon; hydrogen / methanol / 18 h / 1140.08 Torr 2: sodium methylate / methanol / 3 h View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: I₂, MeOH<br />2: DMAP, TEA / CH₂Cl₂ <br />3: 88 percent / pyridine / 0 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: DMAP, TEA / CH₂Cl₂ <br />2: 88 percent / pyridine / 0 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) AgClO₄, 4A molecular sieves / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, overnight<br />2: 88 percent / pyridine / 0 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 65 percent / Ag⁽¹⁺⁾ <br />2: 1) NaBH₄, NiCl₂, 2) pyridine<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4933678', constants.ctx, '0')">copper(II) sulfate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '506007', constants.ctx, '0')">acetic acid</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8973685', constants.ctx, '0')">zinc</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, '3587155', constants.ctx, '0')">water</a> <br />T=20&deg;C;&nbsp;2&nbsp;h;&nbsp;<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a> <br />T=0 - 20&deg;C;&nbsp;<br /> &nbsp;