N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide T=25°C; 24 h; Yield given;

1: diisopropylethylamine / dimethylformamide / 24 h / 25 °C 2: 1.) sodium hydride / 1.) glyme, 0 deg C, 30 min, 2.) glyme, 25 deg C, 24 h 3: 1.5 h / Ambient temperature View Scheme

1: diisopropylethylamine / dimethylformamide / 24 h / 25 °C 2: 1.) sodium hydride / 1.) glyme, 0 deg C, 30 min, 2.) glyme, 25 deg C, 24 h 3: 1.5 h / Ambient temperature 4: 95 percent / silica gel / benzene / 18 h / Ambient temperature View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3592982', constants.ctx, '0')">sodium methylate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=25&deg;C;&nbsp;12&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: triethylsilane; iodine / dichloromethane / 1 h / |Reflux<br />1.2: 3 h / |Reflux<br />2.1: sodium methylate / methanol / 0.75 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: I₂; triethylsilane / CH₂Cl₂ / Heating<br />2: lutidine; tetrabutylammonium bromide / CH₂Cl₂ / 20 &deg;C<br />3: KOH / toluene / Heating<br /> <br /> &nbsp;