1: 98 percent / dimethylformamide / 2 h / 60 °C 2: H2 / 5percent Pd/C / ethyl acetate / 760 Torr 3: 1.) aq. HBr, NaNO2, 2.) Cu2O / 1.) acetone, 5 deg C, 2.) acetone 4: 38 percent / NaOAc / ethanol / 5 h / Heating 5: 79 percent / 4N HCl / 24 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209273', constants.ctx, '0')">thionyl chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1731042', constants.ctx, '0')">chloroform</a> <br />0.5&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 33 percent / H₂O / 8 h / 150 &deg;C<br />2: 79 percent / NaH / dimethylformamide / 1 h<br />3: 88 percent / 2N HCl / methanol / 2 h / Heating<br />4: 85 percent / SOCl₂ / CHCl₃ / 0.5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 79 percent / NaH / dimethylformamide / 1 h<br />2: 88 percent / 2N HCl / methanol / 2 h / Heating<br />3: 85 percent / SOCl₂ / CHCl₃ / 0.5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 88 percent / 2N HCl / methanol / 2 h / Heating<br />2: 85 percent / SOCl₂ / CHCl₃ / 0.5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: 84 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature<br />2: 74 percent / NaH / tetrahydrofuran / 1 h / 0 &deg;C<br />3: 33 percent / H₂O / 8 h / 150 &deg;C<br />4: 79 percent / NaH / dimethylformamide / 1 h<br />5: 88 percent / 2N HCl / methanol / 2 h / Heating<br />6: 85 percent / SOCl₂ / CHCl₃ / 0.5 h / Heating<br /> <br /> &nbsp;