1: 100 percent / sodium / 2-methyl-propan-2-ol / 29 h / 30 °C 2: 100 percent / aqueous hydrochloric acid / tetrahydrofuran / 1 h / 20 °C 3: 96 percent / potassium hydride / tetrahydrofuran / 0.13 h / 20 °C 4: 61 percent / potassium carbonate; m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 5: 59 percent / perchloric acid / tetrahydrofuran / 264 h / 20 °C 6: 100 percent / pyridine / 18 h / 0 °C View Scheme

<b>Multi-step reaction with 5 steps<br /> </b>1: 93 percent / p-toluenesulfonic acid / 24 h / 50 &deg;C<br />2: 96 percent / lithium aluminumhydride / diethyl ether / 2.5 h / 20 &deg;C<br />3: 89 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 3 h / 20 &deg;C<br />4: 54 percent / potassium hydride / tetrahydrofuran / 0.5 h / 0 &deg;C<br />5: 80 percent / pyridine; chromium oxide / CH₂Cl₂ / 24 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 54 percent / potassium hydride / tetrahydrofuran / 0.5 h / 0 &deg;C<br />2: 80 percent / pyridine; chromium oxide / CH₂Cl₂ / 24 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 89 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 3 h / 20 &deg;C<br />2: 54 percent / potassium hydride / tetrahydrofuran / 0.5 h / 0 &deg;C<br />3: 80 percent / pyridine; chromium oxide / CH₂Cl₂ / 24 h / 20 &deg;C<br /> <br /> &nbsp;