1.1: sulfuric acid; iron sulphate heptahydrate; sodium peroxodisulphate; dimethyl sulfoxide / water; acetonitrile / 2.5 h / 30 - 80 °C / |Large scale 1.2: 2.5 h / 30 °C / |Large scale 2.1: sodium tetrahydroborate; water; sodium hydroxide / acetonitrile / 3.67 h / 25 - 30 °C / |Large scale 3.1: palladium 10 on activated carbon; hydrogen / methanol / 6 h / 20 °C / 2250.23 - 3750.38 Torr / |Inert atmosphere; |Autoclave; |Large scale View Scheme

hydrogen; palladium on activated charcoal in methanol T=20°C; 24 h;

<b>Multi-step reaction with 2 steps<br /> </b>1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 &deg;C<br />2: 81 percent / K₂CO₃ / acetonitrile / 48 h / 60 &deg;C<br /> <br /> &nbsp;

Stage #1: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11460447', constants.ctx, '0')">lithium aluminium tetrahydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=10&deg;C;&nbsp;<br />Stage #2: <b>With</b>&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, '506104', constants.ctx, '0')">ethyl acetate</a> <br />T=5&deg;C;&nbsp;<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '741857', constants.ctx, '0')">acetonitrile</a> <br />T=60&deg;C;&nbsp;48&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: K₂CO₃ / 1 h / Heating<br />1.2: NaI / acetone / 36 h / 40 &deg;C<br />1.3: 87 percent / LiAlH₄ / tetrahydrofuran / 4 h / 0 &deg;C<br />2.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 &deg;C<br />3.1: 81 percent / K₂CO₃ / acetonitrile / 48 h / 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: K₂CO₃ / 1 h / Heating<br />1.2: NaI / acetone / 36 h / 40 &deg;C<br />1.3: 87 percent / LiAlH₄ / tetrahydrofuran / 4 h / 0 &deg;C<br />2.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 &deg;C<br />3.1: 81 percent / K₂CO₃ / acetonitrile / 48 h / 60 &deg;C<br /> <br /> &nbsp;