1: With diisobutylaluminium hydride in tetrahydrofuran; toluene T=-78 - 23°C; 18 h; 2: With hydrogenchloride; water in tetrahydrofuran; toluene T=0 - 23°C; 1 h;

1.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C 1.2: 0 - 20 °C 2.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 0.5 h / 20 °C 2.2: pH 1 View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '21879059', constants.ctx, '0')">(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098214', constants.ctx, '0')">hydrogenchloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '906771', constants.ctx, '0')">sodium nitrite</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=0&deg;C;&nbsp;0.5&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '11059746', constants.ctx, '0')">sodium cyanide</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3679451', constants.ctx, '0')">copper (I) cyanide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=0 - 50&deg;C;&nbsp;4&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: bromine; acetic acid / methanol / 2 h / 20 &deg;C / Cooling with ice<br />2.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 &deg;C<br />2.2: 4 h / 0 - 50 &deg;C<br /> <br /> &nbsp;