hydrogenchloride Heating;

hydrogen; platinum on silica in hexane T=25°C; platinum-silica coupled with dimethyloctadecylsilyl chloride, other catalyst (regioselective hydrogenation); Product distribution;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587193', constants.ctx, '0')">bromine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8128138', constants.ctx, '0')">potassium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102551', constants.ctx, '0')">1,4-dioxane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=20&deg;C;&nbsp;13&nbsp;h;&nbsp;&nbsp;RefluxInert atmosphere;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: NaOEt / ethanol / 1 h / -20 &deg;C<br />2: KOH / methanol<br />3: 130 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: PBr₃ / tetrahydrofuran / 0.5 h / 0 &deg;C<br />2: NaOEt / ethanol / 1 h / -20 &deg;C<br />3: KOH / methanol<br />4: 130 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 &deg;C<br />1.2: 80 percent / tetrahydrofuran / 13 h / 0 - 25 &deg;C<br />2.1: NaCl / H₂O; dimethylformamide / 20 h / Heating<br />2.2: KOH / tetrahydrofuran / 20 h / Heating<br /> <br /> &nbsp;