1: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C 5: O2 / salcomine / dimethylformamide / Ambient temperature; reaction time, additive View Scheme

1: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature View Scheme

1: 44 percent / AlCl3 / 1,2-dichloro-ethane / 72 h / 20 °C 2: 79 percent / NaOH / methanol / 2 h / Ambient temperature 3: H2, 70percent HClO4 / 5percent Pd-C / 24 h / Ambient temperature 4: NaOH / methanol / 24 h / 5 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '2036449', constants.ctx, '0')">phosphorus pentachloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=25&deg;C;&nbsp;2&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) NaOH / p-TsOH / 1.) MeOH, reflux, 3 h; 2.) 60 degC, 2 h<br />2: PCl₅ / CH₂Cl₂ / 2 h / 25 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>2: 95 percent / dimethylsulfoxide / 15 h / 80 &deg;C<br />3: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating<br />4: PCl₅ / CH₂Cl₂ / 2 h / 25 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 95 percent / dimethylsulfoxide / 15 h / 80 &deg;C<br />2: 86 percent / NaOH, 3N HCl / ethanol / 19 h / Heating<br />3: PCl₅ / CH₂Cl₂ / 2 h / 25 &deg;C<br /> <br /> &nbsp;