1: 97 percent / hydrogen; quinoline / Pd/CaCO3 / methanol / 4 h / 25 °C 2: 100 percent / imidazole / dimethylformamide / 18 h / 0 - 25 °C 3: 88 percent / dichlorodicyanobenzoquinone / CH2Cl2; H2O / 1 h / 0 - 25 °C View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1.1: NaH / tetrahydrofuran / 1 h / 0 &deg;C<br />1.2: 95 percent / tetrabutylammonium iodide / tetrahydrofuran / 14 h / 25 &deg;C<br />2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 &deg;C<br />2.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 15 h / 0 - 25 &deg;C<br />3.1: 3.03 g / HCl; water / tetrahydrofuran / 1.5 h / 0 - 25 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: NaH / tetrahydrofuran / 1 h / 0 &deg;C<br />1.2: 95 percent / tetrabutylammonium iodide / tetrahydrofuran / 14 h / 25 &deg;C<br />2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 &deg;C<br />2.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 15 h / 0 - 25 &deg;C<br />3.1: 3.03 g / HCl; water / tetrahydrofuran / 1.5 h / 0 - 25 &deg;C<br /> <br /> &nbsp;