in o-xylene Claisen-Cope tandem rearrangement; 8 h; Heating;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209227', constants.ctx, '0')">n-butyllithium</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a> <br />T=-40 - -20&deg;C;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 &deg;C<br />1.2: tetrahydrofuran; hexane / 3.5 h / -78 - 20 &deg;C<br />2.1: NaH / tetrahydrofuran / 3.5 h / 0 - 20 &deg;C<br />3.1: H₂; quinoline / Lindlar catalyst / ethyl acetate / 20 &deg;C / 760 Torr<br />4.1: p-TsOH / methanol / 16 h / 20 &deg;C<br />5.1: n-Bu₄NBr; aq. NaOH / benzene / 18 h / 20 &deg;C<br />6.1: 91 percent / n-BuLi / diethyl ether; hexane / -40 - -20 &deg;C<br /> <br /> &nbsp;