1: Ph2PLi / tetrahydrofuran; hexane / 16 h / Heating 2: Bu4NF / tetrahydrofuran / Ambient temperature View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 93 percent / imidazole / dimethylformamide / 24 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: 88 percent / NaBH₃CN, H₂O, AcOH, HCl / tetrahydrofuran / 1 h / Ambient temperature<br />2: 98 percent / acetonitrile / 2 h / Heating<br />3: DCC, DMAP / CH₂Cl₂ / Ambient temperature<br />4: Et₃N / dioxane / Heating<br />5: 90 percent / KOH / ethanol / 1 h / Heating<br />6: 93 percent / imidazole / dimethylformamide / 24 h / Ambient temperature<br /> <br /> &nbsp;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '8006348', constants.ctx, '0')">2-(3,5-dimethoxyphenyl)-6-(tert-butyl-dimethylsilanyloxy)benzofuran</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, '1730733', constants.ctx, '0')">hexane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1900225', constants.ctx, '0')">cyclohexane</a> <br />0.5&nbsp;h;&nbsp;&nbsp;Inert atmosphereHeating;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '741873', constants.ctx, '0')">prenyl bromide</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1900225', constants.ctx, '0')">cyclohexane</a> <br />2&nbsp;h;&nbsp;&nbsp;Inert atmosphereHeating;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 93 percent / imidazole / dimethylformamide / 24 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 8 steps<br /> </b>1: 84 percent / DCC, DMAP / CH₂Cl₂ / 24 h / Ambient temperature<br />2: 99 percent / NaBH₃CN, AcOH, HCl, H₂O / tetrahydrofuran / 1 h / Ambient temperature<br />3: 95 percent / acetonitrile / 1.) reflux, 3 h, 2.) r.t., overnight<br />4: DCC, DMAP / CH₂Cl₂ / Ambient temperature<br />5: Et₃N / dioxane / 12 h / Heating<br />6: 92 percent / KOH / ethanol / 2 h / Heating<br />7: 93 percent / imidazole / dimethylformamide / 24 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 8 steps<br /> </b>1: 84 percent / DCC, DMAP / CH₂Cl₂ / 24 h / Ambient temperature<br />2: 99 percent / NaBH₃CN, AcOH, HCl, H₂O / tetrahydrofuran / 1 h / Ambient temperature<br />3: 95 percent / acetonitrile / 1.) reflux, 3 h, 2.) r.t., overnight<br />4: DCC, DMAP / CH₂Cl₂ / Ambient temperature<br />5: Et₃N / dioxane / 12 h / Heating<br />6: 92 percent / KOH / ethanol / 2 h / Heating<br />7: 93 percent / imidazole / dimethylformamide / 24 h / Ambient temperature<br /> <br /> &nbsp;