sodium tetrahydroborate in methanol T=0°C; 0.5 h;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342937', constants.ctx, '0')">potassium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />24&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342937', constants.ctx, '0')">potassium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />42&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 1) AgNO₃, Br₂; 2) DBU / 1) room temp., 8.5 h; 2) CH₂Cl₂, reflux, 2.33 h<br />2: 61 percent / tetrahydrofuran / 1 h / 0 &deg;C<br />3: 1) 87percent aq. H₂SO₄; 2) CF₃SO₃H / 1) room temp., 30 min; 2) 115 deg C, 1 h<br />4: 84 percent / Et₃N / toluene / 0.5 h / 80 &deg;C<br />5: 67 percent / 13percent aq. KOH / ethanol / 42 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 61 percent / tetrahydrofuran / 1 h / 0 &deg;C<br />2: 1) 87percent aq. H₂SO₄; 2) CF₃SO₃H / 1) room temp., 30 min; 2) 115 deg C, 1 h<br />3: 84 percent / Et₃N / toluene / 0.5 h / 80 &deg;C<br />4: 67 percent / 13percent aq. KOH / ethanol / 42 h / Heating<br /> <br /> &nbsp;