1: 79.1 percent / LiCl / dimethylsulfoxide; H2O / 18 h / 140 °C 2: 90.3 percent / bromotrimethylsilane / CH2Cl2 / 18 h / 20 °C 3: 92.9 percent / NaN3 / dimethylformamide / 4 h / 20 °C 4: 90.9 percent / LiOH*H2O / tetrahydrofuran; methanol; H2O / 0.25 h / Heating 5: 99 percent / H2 / Pd/C / methanol / 3 h View Scheme

lithium chloride in water; dimethyl sulfoxide T=140°C; 18 h;

1: 79.1 percent / LiCl / dimethylsulfoxide; H2O / 18 h / 140 °C 2: 90.3 percent / bromotrimethylsilane / CH2Cl2 / 18 h / 20 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1.1: Na; EtOH / 0 - 20 &deg;C<br />1.2: 59 percent / ethanol / 75 &deg;C<br />2.1: CuI / tetrahydrofuran / 1 h / -45 &deg;C<br />2.2: 95 percent / tetrahydrofuran / 0.5 h / -45 - -15 &deg;C<br /> <br /> &nbsp;