1.1: 72 percent / sodium hydride / dimethylformamide / 0.5 h 2.1: acetonitrile / Heating 2.2: 81 percent / tetrabutylammonium fluoride / acetonitrile; tetrahydrofuran / 1.5 h / Heating 3.1: LiAlH4 / diethyl ether / 1 h 4.1: 1.52 g / triethylamine / CHCl3 5.1: 1.30 g / pyridinium p-toluenesulfonate / methanol; CHCl3 / 1 h / Heating 6.1: trifluoroacetic acid / 0.08 h / 20 °C 7.1: H2 / 10 percent Pd/C / acetic acid; methanol / 760 Torr 7.2: 1 M hydrochloric acid View Scheme

<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, '1098229', constants.ctx, '0')">methanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=20&deg;C;&nbsp;1&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: BF₃*OEt₂; molecular sieves 3 Angstroem / CH₂Cl₂ / 4 h<br />1.2: acetic anhydride; pyridine / CH₂Cl₂ / 2 h<br />2.1: 26.2 g / sodium / methanol / 3 h<br />3.1: 60 percent / hydrogen chloride / methanol; dimethylformamide / 1 h / 20 &deg;C<br /> <br /> &nbsp;