1: 1.) triethylamine; 2.) 5percent HCl / 1.) CH2Cl2, refl., 30 min; 2.) 60 deg C, 3 h 2: 72 percent / pentan-1-ol / 2 h / Heating View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 92 percent / dimethylformamide / 1 h / Ambient temperature<br />2: 91 percent / triethylamine, H₂ / 10percent palladium on carbon / methanol / 1.5 h / 3800 Torr / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 91.5 percent / N-bromosuccinimide / CCl₄ / 4 h / Heating; Irradiation<br />2: 49 percent / 99percent nitric acid, 96percent sulfuric acid / acetic anhydride / 0.17 h / -30 &deg;C<br />3: 92 percent / dimethylformamide / 1 h / Ambient temperature<br />4: 91 percent / triethylamine, H₂ / 10percent palladium on carbon / methanol / 1.5 h / 3800 Torr / Ambient temperature<br /> <br /> &nbsp;