1: 95 percent / KOH / ethanol / 3 h / Ambient temperature 2: 86 percent / dimethylformamide / 1 h / Heating 3: 94 percent / H2 / 10percent Pd/C / ethanol / Ambient temperature 4: NaNO2 / 1.) aq. H2SO4, 0-3 grad C then roomtemp. 30 min; 2.) 90 grad C, 30 min 5: 88 percent / K2CO3 / butan-2-one / 48 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209320', constants.ctx, '0')">sodium azide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '17873285', constants.ctx, '0')">bis[(L)prolinato-N,O]Zn</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />2&nbsp;h;&nbsp;&nbsp;Reflux;&nbsp;&nbsp;regioselective reaction;&nbsp;<br /> &nbsp;