1: 78 percent / p-toluenesulfonic acid / toluene / 1 h / Heating 2: N-methylmorpholine N-oxide; osmium tetraoxide / tetrahydrofuran; acetone; H2O / 14 h / 20 °C 3: 234 mg / sodium periodate / tetrahydrofuran; methanol; H2O / 3 h / 20 °C 4: 48 percent / sodium cyanide; manganese(IV) oxide / 0.5 h / 20 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: hydrazine hydrate / ethanol / 3 h / Heating<br />2: 5.06 g / NaHCO₃ / ethanol; CH₂Cl₂; H₂O / 0.5 h / 20 &deg;C<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '10371019', constants.ctx, '0')">2-(2-{2-[(E)-2-Phenylethenyl]oxazol-4-yl}ethyl)-1H-isoindol-1,3(2H)-dione</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '878137', constants.ctx, '0')">hydrazine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />T=20&deg;C;&nbsp;3&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '1911173', constants.ctx, '0')">di-<i>tert</i>-butyl dicarbonate</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4153970', constants.ctx, '0')">sodium hydrogencarbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=20&deg;C;&nbsp;0.5&nbsp;h;&nbsp;<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '10371019', constants.ctx, '0')">2-(2-{2-[(E)-2-Phenylethenyl]oxazol-4-yl}ethyl)-1H-isoindol-1,3(2H)-dione</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '878137', constants.ctx, '0')">hydrazine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />T=20&deg;C;&nbsp;3&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '1911173', constants.ctx, '0')">di-<i>tert</i>-butyl dicarbonate</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4153970', constants.ctx, '0')">sodium hydrogencarbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />T=20&deg;C;&nbsp;0.5&nbsp;h;&nbsp;<br /> <br /> &nbsp;