1: With sodium hydroxide; water T=20°C; 2 h; 2: With hydrogenchloride in water

1: 86 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 18 h / Ambient temperature 2: 76 percent / pyridine / 16 h / 5 °C 3: 86 percent / NaI / acetone / 21 h / Ambient temperature 5: 1.) B(OH)3, H2, 2.) H2 / 1.) Raney Ni, 2.) 10 percent Pd/C / 1.) MeOH-H2O 5-1, 3.5 h, room temp., 2.) MeOH, 40 min, room temp. View Scheme

lithium aluminium tetrahydride in tetrahydrofuran; diethyl ether 18 h; Ambient temperature;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: Ni^II chloride hexahydrate; sodium tetrahydroborate / methanol / 4 h / 0 &deg;C<br />2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 0 &deg;C<br />2.2: 12 h / 0 - 25 &deg;C<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209237', constants.ctx, '0')">ethylene glycol dimethyl ether</a> <br />24&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: benzene / 4 h / 80 &deg;C<br />2.1: Ni^II chloride hexahydrate; sodium tetrahydroborate / methanol / 4 h / 0 &deg;C<br />3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 0 &deg;C<br />3.2: 12 h / 0 - 25 &deg;C<br /> <br /> &nbsp;