tetrabutyl ammonium fluoride in tetrahydrofuran T=0 - 20°C; 24 h;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '906752', constants.ctx, '0')">trimethylsilylacetylene</a> <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, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a> <br />T=-78&deg;C;&nbsp;0.0333333&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '3603641', constants.ctx, '0')">1-bromo-10-[tetrahydropyranyloxy]decane</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1099903', constants.ctx, '0')">N,N,N',N',N'',N''-hexamethylphosphoric triamide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a> <br />T=-78&deg;C;&nbsp;24&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: toluene-4-sulfonic acid / 24 h / 20 &deg;C<br />2.1: n-butyllithium / tetrahydrofuran; hexane / 0.03 h / -78 &deg;C / Inert atmosphere<br />2.2: 24 h / -78 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: toluene-4-sulfonic acid / 24 h / 20 &deg;C<br />2.1: n-butyllithium / tetrahydrofuran; hexane / 0.03 h / -78 &deg;C / Inert atmosphere<br />2.2: 24 h / -78 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587162', constants.ctx, '0')">methyllithium</a> <br />&nbsp;1.) Et₂O, -78 deg C, 2.5 h, 2.) -78 deg C, 2 h; room temperature, overnight;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;