1: SOCl2 / toluene; dimethylformamide / 2 h / 130 °C 2: acetonitrile / 2 h / 120 °C 3: various solvent(s) / 0.42 h / 220 - 230 °C View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: 74 percent / Et₃N / diethyl ether / 1 h / Ambient temperature<br />2: 84.6 percent / H₂ / 5percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr<br />3: SOCl₂, DMF / toluene / Ambient temperature<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209273', constants.ctx, '0')">thionyl chloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: ethanol; H₂O / 130 &deg;C<br />2: 74 percent / Et₃N / diethyl ether / 1 h / Ambient temperature<br />3: 84.6 percent / H₂ / 5percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr<br />4: SOCl₂, DMF / toluene / Ambient temperature<br /> <br /> &nbsp;