1.1: NaH / tetrahydrofuran / 1 h / Heating 1.2: 92 percent / tetrahydrofuran / 20 h / 20 °C 2.1: 92 percent / Br2 / CHCl3 / 2 h / 20 °C 3.1: 90 percent / t-BuOK / CH2Cl2 / 24 h / 20 °C View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1.1: n-BuLi / tetrahydrofuran / -78 &deg;C<br />1.2: NaBH₄ / tetrahydrofuran / 0 &deg;C<br />2.1: 95 percent / Et₃N; (4-dimethylamino)pyridine / tetrahydrofuran / 2.5 h / -40 &deg;C<br />3.1: 98 percent / NaI / acetone / 5.5 h / Heating<br />4.1: 99 percent / 3 h / 150 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 5 h<br />2.1: acetic anhydride / 12 h / 90 &deg;C<br />2.2: 0 - 20 &deg;C<br />3.1: thionyl chloride / dichloromethane / 0 - 20 &deg;C<br />4.1: 120 &deg;C / Inert atmosphere<br /> <br /> &nbsp;