2-Bromomethyl-piperidine

3433-37-2

3433-38-3

Under argon protection, 2-piperidine methanol (2.303 g, 20.0 mmol) was dissolved in anhydrous toluene (8.0 mL). A catalytic amount of DMF was added dropwise to this solution via pipette, followed by slow addition of thionyl bromide (4.6 mL, 59.4 mmol). The reaction mixture was stirred at 50 °C for 8 hours. After completion of the reaction, the organic phase containing thionyl bromide was evaporated under reduced pressure (~10 mmHg, 60 °C). The residue was washed with ether and the solvent was subsequently evaporated to give the brown to white powdery product 2-(bromomethyl)piperidine hydrobromide (5.076 g, 98% yield). The product can be used directly in the subsequent reaction without further purification.