1: With sodium methylate in tetrahydrofuran; methanol 2 h; Inert atmosphereReflux; 2: With water; sodium hydroxide in methanol T=5°C; 0.5 h; 3: With hydrogenchloride in methanol; water Product distribution / selectivity;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '15414034', constants.ctx, '0')">3-(Ethyl(phenyl)amino)-3-oxopropanoic acid</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=20 - 25&deg;C;&nbsp;0.5&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '385668', constants.ctx, '0')">pivaloyl chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1732393', constants.ctx, '0')">dichloro difluoro methane</a> <br />T=0 - 5&deg;C;&nbsp;1&nbsp;h;&nbsp;<br />Stage #3: <a href="#" onclick="return RXDsubstances(event, this, '22559043', constants.ctx, '0')">methyl 2-chloro-6-methylaminobenzoate</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=0 - 20&deg;C;&nbsp;&nbsp;Product distribution / selectivity;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: water; lithium hydroxide hydrate / tetrahydrofuran / 1.5 h / 20 &deg;C<br />1.2: 0 - 5 &deg;C / pH 2 - 3<br />2.1: pyridine / dichloromethane / 0.5 h / 20 - 25 &deg;C / Inert atmosphere<br />2.2: 1 h / 0 - 5 &deg;C<br />2.3: 0 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: dichloromethane / 14 h / 20 &deg;C / Inert atmosphere<br />2.1: water; lithium hydroxide hydrate / tetrahydrofuran / 1.5 h / 20 &deg;C<br />2.2: 0 - 5 &deg;C / pH 2 - 3<br />3.1: pyridine / dichloromethane / 0.5 h / 20 - 25 &deg;C / Inert atmosphere<br />3.2: 1 h / 0 - 5 &deg;C<br />3.3: 0 - 20 &deg;C<br /> <br /> &nbsp;