ammonia in dichloromethane; water T=0 - 5°C; pH=8.8; 0.25 h;

ammonia in dichloromethane; water T=0 - 5°C; pH=8.8; 0.25 h;

1: With ammonia in water 2: With hydrogenchloride in ethyl acetate; acetone T=25°C; 2 h;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '1906413', constants.ctx, '0')">4-fluoro-l-naphthalene</a>; <a href="#" onclick="return RXDsubstances(event, this, '4292369', constants.ctx, '0')">(s)-(-)-N,N-dimethyl-3-(thien-2-yl)-3-hydroxy-propanamine</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3570983', constants.ctx, '0')">tetrabutylammomium bromide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '506008', constants.ctx, '0')">dimethyl sulfoxide</a> <br />T=50 - 65&deg;C;&nbsp;50.75&nbsp;h;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605301', constants.ctx, '0')">N-ethyl-N,N-diisopropylamine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '606778', constants.ctx, '0')">phenyl chloroformate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '506008', constants.ctx, '0')">dimethyl sulfoxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=25 - 48&deg;C;&nbsp;4&nbsp;h;&nbsp;<br />Stage #3: <a href="#" onclick="return RXDsubstances(event, this, '385686', constants.ctx, '0')">oxalic acid</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a> <br />&nbsp;more than 3 stages;&nbsp;<br /> <br /> &nbsp;

&nbsp;Purification / work up;&nbsp;<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '18409965', constants.ctx, '0')">C₈H₁₃NO₂S</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4122952', constants.ctx, '0')">sodium hydride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4158486', constants.ctx, '0')">potassium capronate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '506008', constants.ctx, '0')">dimethyl sulfoxide</a> <br />T=20&deg;C;&nbsp;1&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '1906413', constants.ctx, '0')">4-fluoro-l-naphthalene</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '506008', constants.ctx, '0')">dimethyl sulfoxide</a> <br />T=60&deg;C;&nbsp;6&nbsp;h;&nbsp;<br />Stage #3: <a href="#" onclick="return RXDsubstances(event, this, '385686', constants.ctx, '0')">oxalic acid</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635639', constants.ctx, '0')">isopropyl alcohol</a> <br />&nbsp;Product distribution / selectivity;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 25 &deg;C<br />1.2: 0.25 h / 25 - 30 &deg;C<br />1.3: 48 h / 25 - 30 &deg;C<br />2.1: N-ethyl-N,N-diisopropylamine / toluene / 0.17 h<br />2.2: Reflux<br />3.1: potassium hydroxide / polyethylene glycol-400 / 16 h / 65 - 70 &deg;C<br />4.1: ethyl acetate; acetone / 1 h / 25 &deg;C<br /> <br /> &nbsp;