lithium aluminium tetrahydride in tetrahydrofuran 2 h; Heating;

1: 160 mg / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature 3: 1.) NaOH, tetra-n-butylammonium hydroxide, 2.) pyridinium toluene-p-sulphonate / 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h View Scheme

1: 160 mg / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature 3: 1.) NaOH, tetra-n-butylammonium hydroxide, 2.) pyridinium toluene-p-sulphonate / 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h View Scheme

1: 160 mg / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature View Scheme

Stage #1: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '8136594', constants.ctx, '0')">lithium hydroxide hydrate</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=60&deg;C;&nbsp;12&nbsp;h;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br /> <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: trifluoroacetic acid / dichloromethane / 12 h / 20 &deg;C / Inert atmosphere<br />2: lithium hydroxide hydrate / tetrahydrofuran; water / 12 h / 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethylene glycol dimethyl ether; water / 12 h / Inert atmosphere; Reflux<br />2: trifluoroacetic acid / dichloromethane / 12 h / 20 &deg;C / Inert atmosphere<br />3: lithium hydroxide hydrate / tetrahydrofuran; water / 12 h / 60 &deg;C<br /> <br /> &nbsp;